--- title: "Islamorada Vacation Packages 2026 from $463 | Expedia" description: "Bundle Islamorada flight + hotel & save up to 100% off your flight with Expedia. Compare packages by guest ratings & reviews. FREE cancellation on select hotels." canonical: "https://www.expedia.com/Islamorada.d10768.Destination-Travel-Guides" language: en-US market: US currency: USD prices_as_of: 2026-11-13T02:24:42Z --- # Islamorada Vacations from $387 ![A beach with white lounge chairs, a covered pavilion, and palm trees.](https://images.trvl-media.com/place/10768/fc4588ee-e7f3-44af-8fce-e7aa6a494cda.jpg?impolicy=fcrop&w=1200&h=300&q=medium) ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $2,000 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Your Islamorada Vacation The laid-back lifestyle and spectacular views are just the beginning of the things Islamorada has to offer. Enjoy the sights and sounds of this captivating city the way you want with a customized Islamorada vacation package. You'll want to do some exploring during your trip to Islamorada. Make time for popular attractions like [Theater of the Sea](https://www.expedia.com/Theater-Of-The-Sea-Islamorada.d6069249.Vacation-Attraction), [Bud n Marys Dive Center](https://www.expedia.com/Bud-N-Marys-Dive-Center-Islamorada.d6069243.Vacation-Attraction) and [Founders Park](https://www.expedia.com/Founders-Park-Islamorada.d6277602.Vacation-Attraction). Check out Expedia's wide range of travel options and start organizing your dream vacation to Islamorada today. ## The Latest Islamorada Vacation Packages Price found within the past 48 hours. Click for updated prices. Trip length 3 nights4 nights5 nights6-7 nights Stars 5 star4 star & up3 star & up2 star & up Flight class EconomyPremium economyBusinessFirst class Remove all filters - ![A beach with rows of sun loungers and umbrellas, a lifeguard tower, and the ocean in the background.](https://images.trvl-media.com/lodging/13000000/12630000/12621700/12621689/8d5053e8.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A multi-story building with a pink and white facade, a visible entrance, and a sign reading 'HEÑROSA'.](https://images.trvl-media.com/lodging/13000000/12630000/12621700/12621689/0d1b46cc.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Feb 7 - Feb 11** ### [Henrosa Hotel + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-02-07/2027-02-11/?FromAirport=BOS&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12621689&dealMarker=&paandie=true&cabinClass=e) South Beach 4 nights **8.4/10** \- Very good (963 reviews) Roundtrip • Boston (BOS) - Miami (MIA) BOS - FLL • Nonstop FLL - BOS • Nonstop [~~$739~~](https://www.expedia.com/) **$387** per traveler found 1 day ago - ![A poolside area with lounge chairs, a table with a beverage, and a view of the ocean.](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/e518a34f.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A spacious living room with a large window overlooking the beach, a comfortable sofa, a wooden coffee table, and a wicker chair.](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/39c5dd42.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Dec 27 - Jan 2** ### [The Retreat Collection at 1 Hotel & Homes South Beach + Flight](https://www.expedia.com/go/package/search/FlightHotel/2026-12-27/2027-01-02/?FromAirport=BOS&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12316590&dealMarker=&paandie=true&cabinClass=e) South Beach 6 nights **8.0/10** \- Very good (1 review) "Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay...." Reviewed June 22, 2016 Roundtrip • Boston (BOS) - Miami (MIA) BOS - FLL • Nonstop MIA - BOS • 1 stop [~~$49,695~~](https://www.expedia.com/) **$24,399** per traveler found 1 day ago - ![A modern living room with a large window, a flat-screen TV, a potted plant, a candle, and a view of a city skyline.](https://images.trvl-media.com/lodging/137000000/136010000/136001300/136001274/74a0856c.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A modern living room with a sofa, two round tables, a floor lamp, and a large mirror.](https://images.trvl-media.com/lodging/137000000/136010000/136001300/136001274/ef617444.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 16 - Jan 21** ### [501 First Studio Balcony by Palermo Home + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-16/2027-01-21/?FromAirport=BOS&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=136001274&dealMarker=&paandie=true&cabinClass=e) Downtown Miami 5 nights Roundtrip • Boston (BOS) - Miami (MIA) BOS - MIA • Nonstop FLL - BOS • Nonstop [~~$1,612~~](https://www.expedia.com/) **$800** per traveler found 1 day ago - ![Pool](https://images.trvl-media.com/lodging/71000000/70330000/70326300/70326285/94cfc9fe.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A marina with boats docked, a modern building with a curved facade, and palm trees.](https://images.trvl-media.com/lodging/71000000/70330000/70326300/70326285/647e8f23.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Feb 7 - Feb 11** ### [YotelPad Miami + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-02-07/2027-02-11/?FromAirport=BOS&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=70326285&dealMarker=&paandie=true&cabinClass=e) Downtown Miami 4 nights **8.4/10** \- Very good (560 reviews) Roundtrip • Boston (BOS) - Miami (MIA) BOS - FLL • Nonstop FLL - BOS • Nonstop [~~$1,260~~](https://www.expedia.com/) **$655** per traveler found 1 day ago - ![A modern living room with a sofa set, a coffee table, and a view of the cityscape through large windows.](https://images.trvl-media.com/lodging/135000000/134830000/134825700/134825662/74ebccf2.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A modern indoor pool area with white lounge chairs, a clear view of the city skyline, and a large window.](https://images.trvl-media.com/lodging/135000000/134830000/134825700/134825662/5e912243.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Feb 7 - Feb 11** ### [District 225 - Rooftop Pool - Gym - Parking - Downtown Miami + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-02-07/2027-02-11/?FromAirport=BOS&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=134825662&dealMarker=&paandie=true&cabinClass=e) Downtown Miami 4 nights Roundtrip • Boston (BOS) - Miami (MIA) BOS - FLL • Nonstop FLL - BOS • Nonstop [~~$1,773~~](https://www.expedia.com/) **$930** per traveler found 1 day ago ## Where to stay in and around Islamorada Experience the charm of Islamorada, a paradise in the Middle Keys perfect for families and adventure seekers. Enjoy an authentic Florida vibe with stunning beaches, outdoor activities, and family-friendly attractions. Central Islamorada offers a relaxing atmosphere, making it an ideal spot for memorable moments, especially “Islamorada with kids.” - [Tavernier](#) - [Matecumbe](#) - [Venetian Shores](#) - [Lower Matecumbe Beach](#) - [Plantation Key](#) ![A sunset over a beach with a wooden pier and a small structure on it.](https://images.trvl-media.com/place/553248635976474376/7389f9ea-356d-4dd0-af41-920e59c64075.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by debbielenz [View properties in map for Tavernier](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=10047) ### Tavernier Discover Tavernier, a welcoming destination perfectly suited for adventure seekers and families looking for a beach-related experience. With attractions like Baker's Cay Resort Beach and Founders Park, visitors can enjoy outdoor fun and relaxation. Tavernier's proximity to Islamorada—about 9 miles by car—makes it an ideal base for exploring the area’s vibrant tourist precinct. Its moderate traveler arrivals ensure a pleasant atmosphere year-round, making Tavernier a smart choice for your next getaway. [See properties](https://www.expedia.com/Hotel-Search?regionId=10047) ![A shark sculpture with a sign above it that reads "Islamorada Florida Keys".](https://images.trvl-media.com/place/10768/5bfec556-6f8a-4abf-b52b-cefbcbaaad50.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [View properties in map for Matecumbe](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=855587555438403584) ### Matecumbe Experience the charm of Matecumbe, an excellent hub for adventure seekers, families, and couples looking for a memorable getaway. Nestled around Islamorada, this neighborhood offers easy access to stunning spots like Anne's Beach and the historic Indian Key State Park, perfect for outdoor enthusiasts. With attractions like Bud n' Mary's Dive Center nearby, you'll find plenty of opportunities for fun and relaxation. Choosing Matecumbe for your stay means embracing the essence of Florida Keys living while enjoying a vibrant atmosphere. [See properties](https://www.expedia.com/Hotel-Search?regionId=855587555438403584) ![A sunset over a palm tree-lined pier extending into calm waters.](https://images.trvl-media.com/place/553248635976470270/e99cad96-7ebc-485b-9c82-f30673c7991c.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [View properties in map for Venetian Shores](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=553248635976470270) ### Venetian Shores If you’re seeking a memorable vacation, look no further than Venetian Shores, which offers an ideal setting for families, adventure enthusiasts, and couples alike. This charming neighborhood around Islamorada is perfect for beach lovers, with attractions like Founders Park, where you can enjoy marina activities, and the serene Islamorada County Park for picnics and relaxation. Also, don’t miss the Windley Key Fossil Reef Geological State Park for a unique outdoor experience. Venetian Shores is a smart choice for your stay, providing easy access to these wonderful local highlights. [See properties](https://www.expedia.com/Hotel-Search?regionId=553248635976470270) ![A clear blue sea with a sandy beach and a distant horizon.](https://images.trvl-media.com/place/553248635976195207/ab908e06-f8d5-4131-85de-4fe1a3f5bec9.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [View properties in map for Lower Matecumbe Beach](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=553248635976195207) ### Lower Matecumbe Beach Lower Matecumbe Beach stands out as a prime spot for families, couples, and outdoor enthusiasts interested in a relaxing getaway. This inviting neighborhood around Islamorada features beautiful beaches and nearby attractions like Anne's Beach and Fiesta Key, perfect for sunbathing and exploration. Visitors can also enjoy activities at Bud n' Mary's Dive Center for a taste of adventure. With its appealing atmosphere and accessibility to local highlights, Lower Matecumbe Beach is a smart choice for your next vacation stay. [See properties](https://www.expedia.com/Hotel-Search?regionId=553248635976195207) ![A wooden bridge over water, surrounded by palm trees and outdoor seating areas.](https://images.trvl-media.com/place/553248635083898347/d14a3e79-a6a5-4f2f-9617-637300735959.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [View properties in map for Plantation Key](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=553248635083898347) ### Plantation Key Travelers visiting the area often choose Plantation Key, especially families and adventure seekers looking for a vibrant beach experience. With its proximity to attractions like Founders Park, Baker's Cay Resort Beach, and Islamorada County Park, visitors can enjoy outdoor activities and family-friendly fun. Located about 6 miles by car from Islamorada, Plantation Key makes for a seamless getaway, ensuring a delightful stay for those seeking relaxation and adventure in the Florida Keys. [See properties](https://www.expedia.com/Hotel-Search?regionId=553248635083898347) ## Discover the most popular places to visit in Islamorada ### Anne's Beach ![A wooden deck with benches overlooking a clear blue sea.](https://images.trvl-media.com/place/6282204/3e20ffae-28d5-48f9-96fb-039717313f17.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium) Rating: 7.8/10 (597 reviews) Anne's Beach offers shallow, calm waters and a scenic boardwalk winding through mangroves. Enjoy the covered pavilions for picnicking or launch your paddleboard into the crystal-clear waters of the Florida Keys. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6282204) ### Florida Keys Brewing Co. ![A colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.](https://images.trvl-media.com/place/553248635997958830/30b22f53-286f-436b-ae7a-d035c9062e6c.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium) Rating: 9.2/10 (520 reviews) The Upper Keys' first microbrewery infuses local flavors like Key lime and honey into its craft beers. Sip seasonal brews in the vibrant taproom or lush beer garden while enjoying local art and live music. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635997958830) ### Windley Key Fossil Reef Geological State Park ![An archaeological site with stone structures and metal machinery.](https://images.trvl-media.com/place/6282211/331e71ab-ee65-4e64-bb08-32876871cf53.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium) Rating: 8.8/10 (184 reviews) Walk through ancient coral walls rising eight feet high in this former limestone quarry turned state park. Ranger-guided tours reveal the fascinating geological history preserved in the fossilized reef. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6282211) ### History of Diving Museum ![A building with a blue facade, a large mural of a diving scene, and a statue of a diver.](https://images.trvl-media.com/place/6069257/2fd3877d-0c73-4409-9263-a837206a6b6d.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium) Rating: 9.0/10 (177 reviews) Discover 4,000 years of underwater exploration at this unique museum featuring diving helmets from around the world. Explore exhibits showcasing the evolution of diving technology from ancient to modern times. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6069257) ### Islamorada County Park Rating: 8.8/10 (198 reviews) This 40-acre waterfront retreat offers a bayfront beach, marina, and scenic trails for active relaxation. Enjoy a refreshing swim in the pool or bring your four-legged friend to the specialized dog parks. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532652353) ### Islamorada Brewery & Distillery Rating: 9.4/10 (8 reviews) The Florida Keys' first distillery crafts award-winning spirits and beers capturing the island's essence. Enjoy tastings in their relaxed taproom or pet-friendly garden with pub-style food available. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=885113391451107328) ### Sunset Drive Beach Rating: 9.0/10 (91 reviews) This secluded stretch of Islamorada shoreline offers a peaceful retreat from Florida's busier beaches. Watch the sky transform into a canvas of colors as the sun sinks into the Atlantic Ocean. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=672757825479704576) ### Rain Barrel Village You can enjoy retail therapy at Rain Barrel Village during your stay in Islamorada. Take in the entertainment choices and beautiful sunsets in this relaxing area. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=885114618815606784) ### What to do in Islamorada ![Explore Mangrove Creeks with an All Day SUP/single kayak Rental](https://mediaim.expedia.com/localexpert/677736/39f27735-8977-4542-8343-9e3c23d9ee2b.jpg?impolicy=resizecrop&rw=1005&rh=565) #### [Explore Mangrove Creeks with an All Day SUP/single kayak Rental](https://www.expedia.com/things-to-do/a.a677736.activity-details?rid=10768) $49 per adult 80% of travelers recommend ![Kayak through Mangrove Forests in the Florida Keys](https://mediaim.expedia.com/localexpert/49773880/62111f2f-b494-43d1-8f37-f978fce902b0.jpg?impolicy=resizecrop&rw=1005&rh=565) #### [Kayak through Mangrove Forests in the Florida Keys](https://www.expedia.com/things-to-do/a.a49773880.activity-details?rid=10768) $65 per adult 100% of travelers recommend ![Tavernier, FL: Mangrove and Manatees Guided Kayak Eco Tour](https://mediaim.expedia.com/localexpert/51725312/42c6028a-36dc-414e-b10f-00ab792d7685.jpg?impolicy=resizecrop&rw=1005&rh=565) #### [Tavernier, FL: Mangrove and Manatees Guided Kayak Eco Tour](https://www.expedia.com/things-to-do/a.a51725312.activity-details?rid=10768) $69 per adult 100% of travelers recommend [See all activities in Islamorada](https://www.expedia.com/things-to-do/search?rid=10768) ## Islamorada Hotel Deals ### [Chesapeake Beach Resort](https://www.expedia.com/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![A beach with palm trees and lounge chairs.](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 83409 Overseas Hwy, Islamorada, FL, 33036, US - Location: 1.2 mi from Islamorada - Star rating: 3.5/5 - Guest rating: 9.4/10 (Exceptional, 1819 reviews) - Price: $199 nightly, $224 total, Nov 15 - Nov 16, Total with taxes and fees - Review: I loved having a balcony to sit on to view the water. It was perfect for morning coffee or an afternoon to read. The breakfast every morning was perfect, and provided healthy options like fruit and yogurt. I tried a bite of my husband’s omelette and it was excellent. All the staff was friendly and helpful. Thank you for a nice stay! ### [La Jolla Resort](https://www.expedia.com/Islamorada-Hotels-La-Jolla-Resort.h16574668.Hotel-Information) ![A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/40f72f1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 82216 Overseas Highway, Islamorada, FL, 33036, US - Location: < 0.1 mi from Islamorada - Star rating: 2.5/5 - Guest rating: 9.2/10 (Wonderful, 1001 reviews) - Price: $169 nightly, $190 total, Nov 18 - Nov 19, Total with taxes and fees - Review: Nice clean and comfortable room with kitchen. Staff were friendly and helpful. Grounds were landscaped nicely. ### [Cheeca Lodge & Spa](https://www.expedia.com/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4608d7e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 81801 Overseas Highway, Mile Marker 82, Islamorada, FL, 33036, US - Location: 0.6 mi from Islamorada - Star rating: 5/5 - Guest rating: 9.2/10 (Wonderful, 1513 reviews) - Price: $314 nightly, $353 total, Nov 16 - Nov 17, Total with taxes and fees - Review: "The room was clean and spacious. We stayed in a King suite, garden view. Staff throughout the property were friendly and accommodating. We had breakfast, lunch and dinner at the resort. Food was excellent at the pool and main restaurant. Drinks at the resort were pricey but delicious! Pool areas were clean with nicely maintained chairs. The grounds were gorgeous and well maintained. The free amenities included fishing, paddle boards, tennis, golf and a basketball court. My only complaint was... ### [Islander Resort](https://www.expedia.com/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) ![An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/f8d2863e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 82100 Overseas Highway, Islamorada, FL, 33036, US - Location: 0.3 mi from Islamorada - Star rating: 4/5 - Guest rating: 9.4/10 (Exceptional, 1164 reviews) - Price: $253 nightly, $285 total, Nov 15 - Nov 16, Total with taxes and fees - Review: Sunrise was beautiful. Loved the private seating out back. Arrived at night and it is not well signed or lit. Bathroom layout with the sink in the bedroom was odd and there was no vanity space to set anything. Menu at the resteraunt was limited. Not all items were available. The value for the money was fair at best. They have a resort fee for limited features ### [Amara Cay Resort](https://www.expedia.com/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/4186365f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 80001 Overseas Hwy, Islamorada, FL, 33036, US - Location: 2.4 mi from Islamorada - Star rating: 4/5 - Guest rating: 8.8/10 (Excellent, 1330 reviews) - Price: $222 nightly, $250 total, Nov 29 - Nov 30, Total with taxes and fees ### [Breezy Palms Resort](https://www.expedia.com/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information) ![A beach with palm trees, thatched-roof huts, and lounge chairs.](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/19240ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 80015 Overseas Highway, Islamorada, FL, 33036, US - Location: 2.4 mi from Islamorada - Star rating: 2.5/5 - Guest rating: 9/10 (Wonderful, 785 reviews) - Price: $174 nightly, $196 total, Nov 18 - Nov 19, Total with taxes and fees - Review: Rooms werent cleaned daily however the facilities were clean. Beach and pool on-site were excellent ### [Sunset Cove Beach Resort](https://www.expedia.com/Key-Largo-Hotels-Sunset-Cove-Beach-Resort.h5027403.Hotel-Information) ![A beach with thatched umbrellas, wooden chairs, and a wooden pier extending into the water.](https://images.trvl-media.com/lodging/6000000/5030000/5027500/5027403/59d69f79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: MM 99.5, Key Largo, FL, 33037, US - Location: 16.4 mi from Islamorada - Star rating: 2.5/5 - Guest rating: 9.2/10 (Wonderful, 1000 reviews) - Price: $130 nightly, $146 total, Nov 17 - Nov 18, Total with taxes and fees ### [Rock Reef Resort](https://www.expedia.com/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information) ![A covered outdoor area with a view of a beach and palm trees.](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/0c81ecd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 97850 Overseas Hwy, Key Largo, FL, 33037, US - Location: 14.9 mi from Islamorada - Star rating: 2.5/5 - Guest rating: 9.2/10 (Wonderful, 1212 reviews) - Price: $103 nightly, $116 total, Nov 17 - Nov 18, Total with taxes and fees Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [See all properties in Islamorada](https://www.expedia.com/Hotel-Search?startDate=2026-11-27&endDate=2026-11-28®ionId=10768&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Islamorada ### Things to do in and around Islamorada Islamorada is the perfect destination for a family-friendly beach vacation, offering a variety of outdoor activities. Enjoy a well-planned itinerary featuring exciting scuba excursions and fishing getaways. Explore local shopping centers and vibrant areas, along with friendly attractions that cater to all ages. With a host of activities available, Islamorada ensures a memorable experience for every visitor. **Shopping** In Islamorada, visit Rain Barrel Village, a charming spot known for its unique gifts and local art. If you're up for a drive, head to nearby malls like the Mall of the Americas, which offers a variety of shops and dining options for a more extensive shopping experience. **Recreation** [Jacob's Aquatic Center](https://www.expedia.com/Jacobs-Aquatic-Center-Key-Largo.d553248621532652370.Vacation-Attraction) is a family-friendly venue located 17 miles from Islamorada. Here, you can enjoy a variety of aquatic activities, including swimming and water aerobics, making it a perfect spot for relaxation and fun in the sun with loved ones. **Adventure** Experience the thrill of diving at [Florida Keys Dive Center](https://www.expedia.com/Florida-Keys-Dive-Center-Tavernier.d553248621532652358.Vacation-Attraction), located 8 miles from Islamorada, where you can explore vibrant coral reefs. For an adrenaline rush, visit [Keys Cable Park](https://www.expedia.com/Keys-Cable-Park-Marathon.d901232018711719936.Vacation-Attraction), situated 22 miles away, offering wakeboarding and more. Hike the scenic [Pa-hay-okee Trail](https://www.expedia.com/Pa-Hay-Okee-Trail-Flamingo.d553248621532652363.Vacation-Attraction), 24 miles from Islamorada, for stunning views. **Nightlife** For a vibrant nightlife in Islamorada, visit [Jimmy Johnson's Big Chill](https://www.expedia.com/Jimmy-Johnsons-Big-Chill-Key-Largo.d553248621563219632.Vacation-Attraction), 17 miles away, where you can enjoy a lively atmosphere and romantic vibes. Alternatively, check out the [Caribbean Club Bar](https://www.expedia.com/Caribbean-Club-Bar-Key-Largo.d553248621533115829.Vacation-Attraction), located 21 miles away, for a relaxed setting filled with entertainment and cozy charm. ### Find the best attractions in Islamorada Islamorada, Florida, is an ideal destination for family-friendly beach vacations, offering an array of outdoor activities and cultural experiences. Visitors can explore popular attractions such as marinas, beautiful beaches, and the nearby national parks. A must-visit is the Islamorada County Park, perfect for enjoying the area's natural beauty and recreational opportunities. Whether you're looking for adventure or relaxation, Islamorada caters to all types of travelers seeking a memorable getaway. - **[Anne's Beach: ](https://www.expedia.com/Annes-Beach-Matecumbe.d6282204.Vacation-Attraction)** Experience the serene beauty of Anne's Beach, known for its soft sands and tranquil waters. This picturesque beach offers a perfect spot for sunbathing, swimming, or enjoying a relaxing picnic while soaking in the laid-back beach vibes. - **[Bud n' Mary's Dive Center: ](https://www.expedia.com/Bud-N-Marys-Dive-Center-Matecumbe.d6069243.Vacation-Attraction)** For adventure seekers, Bud n' Mary's Dive Center is a must-visit. This marina offers thrilling dive and snorkeling tours, allowing you to explore the vibrant underwater world of the Florida Keys, surrounded by stunning marine life. - **[Islamorada County Park: ](https://www.expedia.com/Islamorada-County-Park-Islamorada.d553248621532652353.Vacation-Attraction)** Ideal for families, Islamorada County Park features recreational facilities and scenic walking paths. Enjoy an outdoor day filled with picnics, playgrounds, and sports, all while being immersed in the charming atmosphere of the local community. ### Best time to go to Islamorada The best time to visit Islamorada can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Islamorada falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Islamorada falls in January, visitor numbers are average and weather is mostly sunny with no rain. ### Tips to save on your trip to Islamorada - Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings. - Consider traveling to Islamorada during the low season (September to November) for more affordable options. - Use the *Price per traveler* filter on Expedia to find a package deal that suits your budget. - Check the *VIP Access properties* filter to discover outstanding hotels with added member perks at select properties. ## Frequently Asked Questions ### What types of vacation packages are available in Islamorada? Islamorada, a beach destination known for family-friendly attractions, offers several types of vacation packages: - **Budget:** Nearly a third of hotels fall into the midrange tier, offering options like **Matecumbe Resort,** rated 8.5 out of 10 by travelers, which provides free WiFi and an outdoor pool. - **Beach:** Nearly all package hotels offer ocean views, with properties like the 4-star **Islander Resort,** rated 9 out of 10 by travelers, providing direct beach access and an outdoor pool. - **Family:** For families, a package with a stay at the 5-star **Cheeca Lodge & Spa,** rated 8.4 out of 10 by travelers, includes family rooms, a kids club, and a game room. - **Couples:** Couples can find romantic packages at places like the 3.5-star **Casa Morada,** rated 8.1 out of 10 by travelers, featuring an outdoor pool and free WiFi. - **Luxury:** Most hotels in Islamorada are in the luxury tier, including the 5-star **The Islands of Islamorada,** rated 8.7 out of 10 by travelers, which offers a spa, hot tub, and multiple outdoor pools. ### How can I save money on a Islamorada vacation package? When you bundle, you can save up to 30%\*. To save money on a Islamorada package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. \*Members only. Savings vary. ### How much does an Islamorada vacation package cost? An Islamorada vacation package typically costs around $1,550 per adult for a week-long trip. Lower-priced options start around $850 per adult, while premium packages can reach up to $2,850. \*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand. ### How do I find cheap Islamorada vacation package deals? The cheapest Islamorada vacation package deals can be as low as around $620 per adult for weekend trips. Separately, November typically has the lowest average monthly prices, around $1,170 per adult, for a typical 5-day trip, with October following closely at around $1,210 per adult for a typical 5-day trip. Bundling flights and hotel together also typically saves money on a week-long trip — nearly all Islamorada vacation package deals include some savings versus booking separately, typically around $165 per adult. Longer, two-week trips can save even more, often around $200 per adult. Browse [cheap vacation packages in Islamorada](https://www.expedia.com/lp/theme-vacations/cheap-vacations/10768/Islamorada) on Expedia for current deals. \*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand. ### What is the best time to go to Islamorada? The best times for an Islamorada vacation package are March, December, and July, which are the peak booking months for the destination. These periods tend to be the busiest, reflecting high demand for the area's attractions. For travelers seeking a more affordable Islamorada vacation, consider visiting in November, October, or September. These months typically offer lower package prices, though it's always a good idea to check for any seasonal weather considerations. ### What's included in an Islamorada vacation package? An Islamorada vacation package lets you combine round-trip flights, a resort stay, and a rental car. Nearly all package hotels offer ocean views, and many provide direct beach access. Many resorts also offer airport shuttle service to and from airports like Miami International Airport (MIA), and several include free breakfast, making your stay more convenient. Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking. ### What's the best vacation package for Islamorada? For families, an Islamorada vacation package built around a stay at the 5-star **Cheeca Lodge & Spa** is a strong choice. Rated 8.4 out of 10 by travelers, this resort, costing around $510 per night, offers family rooms, a kids club, and a game room, with travelers often praising its spacious rooms and beautiful pool. Couples seeking a romantic Islamorada vacation package might consider **Pines & Palms Resort,** rated 9.3 out of 10 by travelers. This resort, costing around $400 per night, features a bar/lounge and an outdoor pool, and is often highlighted for its quiet atmosphere and beautiful location. For a luxury Islamorada vacation package, the 5-star **The Islands of Islamorada,** rated 8.7 out of 10 by travelers, provides an upscale experience. Costing around $790 per night, it offers a spa, hot tub, and multiple outdoor pools, with travelers frequently highlighting the perfect rooms and well-loved facilities. Travelers looking for the best value vacation packages in Islamorada can find options like **Matecumbe Resort.** Rated 8.5 out of 10 by travelers and costing around $180 per night, it offers free WiFi and an outdoor pool, with travelers often noting the clean rooms. \*Package availability and prices may change depending on dates and demand. ### Is Islamorada better suited for a beach vacation or a cultural trip? Islamorada is primarily a beach destination, making an Islamorada vacation ideal for those seeking sun, sand, and water activities. Nearly all package hotels offer ocean views, and you'll find beautiful spots like Anne's Beach and Baker's Cay Resort Beach for relaxation and swimming. While the focus is on its coastal appeal, Islamorada also offers cultural and historical points of interest. You can explore the History of Diving Museum or visit the Florida Keys Memorial, which commemorates the victims of the 1935 Labor Day Hurricane. Overall, Islamorada works best as a beach-focused trip with opportunities for historical and cultural excursions. ### Is Islamorada a good choice for a family vacation package? Islamorada is a strong choice for family vacation packages, with nearly a third of all bookings being family trips. Many resorts cater to families with amenities like kids clubs, family rooms, and outdoor pools, providing a comfortable and entertaining stay for all ages. For example, the 5-star **Cheeca Lodge & Spa,** rated 8.4 out of 10 by travelers, offers a kids club, family rooms, and an outdoor pool, with travelers often praising the nice staff and great overall experience. Beyond the resorts, families can enjoy outdoor spaces like Founders Park, about 7 miles from central Islamorada, or spend a relaxing day at Anne's Beach, about 13 miles away, known for its shallow waters. ### What's included in an Islamorada beach vacation package? Islamorada beach vacation packages typically combine flights with a stay at a beachfront hotel. For example, the 4-star **Islander Resort,** rated 9 out of 10, and the 4-star **Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort,** rated 8.6 out of 10, are both popular choices that feature outdoor pools, restaurants, and bars. These hotels are located about 14 miles and 12 miles respectively from Baker's Cay Resort Beach. What's included, such as meals, drinks, and specific water activities, depends on the hotel and the rate you choose for your Islamorada vacation package. ### Which Islamorada vacation packages include an ocean view? Nearly all Islamorada vacation packages include hotels that offer ocean-view rooms. For example, the 4-star **Islander Resort,** rated 9 out of 10 by travelers, and the 5-star **Cheeca Lodge & Spa,** rated 8.4 out of 10, are both popular choices. These properties are located about 14 miles and 15 miles respectively from Baker's Cay Resort Beach. The availability of an ocean view depends on the specific room type and rate selected for your Islamorada vacation package. ### What is the best time to book an Islamorada vacation package? Book your Islamorada vacation package around 6 weeks in advance. This gives you time to secure your preferred flights and hotel while rates are still competitive. Most travelers book between 3 and 11 weeks out. March, February, and June are the most popular months for Islamorada packages, so booking earlier is advisable if you're traveling during these times. ### What are the top things to do in Islamorada? An Islamorada vacation offers a variety of activities, from exploring local craft beverages to enjoying the natural beauty of the Florida Keys: Browse and book [things to do in Islamorada](https://www.expedia.com/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities) on Expedia. ### How many days do you need for an Islamorada vacation? Most Islamorada vacation packages last around 5 days, which is a popular duration for exploring the area. This allows enough time to enjoy local attractions like the Florida Keys Brewing Co., browse the MoradaWay Arts & Cultural District, and embark on a diving or fishing trip from Bud n' Mary's Dive Center. While most travelers opt for week-long trips, some choose weekend trips, and a select few extend their stay to two weeks. A longer Islamorada vacation package provides more flexibility to relax and explore at a leisurely pace. ### Is Islamorada a good destination for a weekend vacation? An Islamorada vacation package can certainly work for a weekend trip, offering a focused getaway to the Florida Keys. Some travelers choose weekend trips, allowing enough time to enjoy local highlights like the Florida Keys Brewing Co. or exploring the MoradaWay Arts & Cultural District. While a weekend is feasible, most travelers opt for week-long trips to fully immerse themselves in the destination's offerings. A longer stay provides more opportunity for relaxation and exploring the various attractions Islamorada has to offer. ### Do you need to rent a car in Islamorada, or is public transport enough? For an Islamorada vacation package, a rental car is highly recommended for getting around. As a beach destination outside a major city, attractions and points of interest are often spread out, and a car offers the most flexibility to explore at your own pace. While many resorts offer on-site dining and activities, a car is essential for venturing out to local restaurants, shops, and other sights. You can easily rent a car upon arrival at nearby airports such as Miami International Airport (MIA), Fort Lauderdale-Hollywood International Airport (FLL), Key West International Airport (EYW), or Florida Keys Marathon Airport (MTH). This helps you make the most of your Islamorada beach vacation packages. ### Are Islamorada vacation package hotels conveniently located? Islamorada vacation package hotels offer a range of convenient locations, with many properties situated close to the heart of the area. For example, **Cheeca Lodge & Spa** is about a 10-minute walk from central Islamorada, while **Islander Resort** is even closer, about a 5-minute walk away. Other options like **Pines & Palms Resort** are about 2 miles from central Islamorada, and **Ragged Edge Resort & Marina** is about 4 miles away. This variety allows you to choose a stay that best suits your preference for proximity to local attractions or a more secluded setting. ### Can I change or cancel my Islamorada vacation package if my plans change? Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with. ### Do One Key members get extra savings when booking Islamorada vacation packages? Yes, members who join our free [One Key™](https://www.expedia.com/welcome-one-key) travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals. ### Does Expedia offer Book Now, Pay Later Islamorada vacation packages? Yes, with Expedia's Book Now, Pay Later option, powered by [Affirm](https://www.expedia.com/ega/lodging/625310), you can spread the cost of your Islamorada vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it. ### How do I find last-minute vacation packages to Islamorada? To find last-minute vacation packages to Islamorada, explore the [last-minute deals](https://www.expedia.com/lp/b/vacations/last-minute-deals) section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices. ### How does free cancellation work on Islamorada vacation packages? Free cancellation on a Islamorada vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia [help center](https://www.expedia.com/helpcenter) for further details. ### Is it cheaper to book a Islamorada vacation as a package or separately? Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Islamorada getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save. ### Why should I book my Islamorada vacation package with Expedia? Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence. 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[Everglades National Park](https://www.expedia.com/Everglades-National-Park-Florida.d54987.Vacation-Attraction) - [Matecumbe United Methodist Church](https://www.expedia.com/Matecumbe-United-Methodist-Church-Matecumbe.d553248621532652347.Vacation-Attraction) - [Marinelab Undersea Laboratory](https://www.expedia.com/MarineLab-Undersea-Laboratory-Key-Largo.d6069275.Vacation-Attraction) - [Bud n' Mary's Dive Center](https://www.expedia.com/Bud-N-Marys-Dive-Center-Matecumbe.d6069243.Vacation-Attraction) - [Bluefin Rock Harbor Marina](https://www.expedia.com/Bluefin-Rock-Harbor-Marina-Rock-Harbor.d6249260.Vacation-Attraction) - [Visit Islamorada](https://www.expedia.com/Islamorada.dx10768) - [Long Key Vacations](https://www.expedia.com/Long-Key.d177527.Destination-Travel-Guides) - [Hurricane Monument](https://www.expedia.com/Hurricane-Monument-Matecumbe.d6063543.Vacation-Attraction) - [Jimmy Johnson's Big Chill](https://www.expedia.com/Jimmy-Johnsons-Big-Chill-Key-Largo.d553248621563219632.Vacation-Attraction) - [Key Largo Vacations](https://www.expedia.com/Key-Largo.d8369.Destination-Travel-Guides) - [Anne's Beach](https://www.expedia.com/Annes-Beach-Matecumbe.d6282204.Vacation-Attraction) - [Visit Key Largo](https://www.expedia.com/Key-Largo.dx8369) - [Shops at Sunset Place](https://www.expedia.com/Shops-At-Sunset-Place-South-Miami.d6190915.Vacation-Attraction) - [Windley Key Fossil Reef Geological State Park](https://www.expedia.com/Windley-Key-Fossil-Reef-Geological-State-Park-Islamorada.d6282211.Vacation-Attraction) - [Pigeon Key](https://www.expedia.com/Pigeon-Key-Tavernier.d553248621563219631.Vacation-Attraction) - [Seven Mile Bridge](https://www.expedia.com/Seven-Mile-Bridge-Marathon.d6127942.Vacation-Attraction) - [Visit Upper Matecumbe Key](https://www.expedia.com/Upper-Matecumbe-Key.dx553248635975749648) - [Florida Keys Brewing Co.](https://www.expedia.com/Florida-Keys-Brewing-Co-Matecumbe.d553248635997958830.Vacation-Attraction) - [Larkin Community Hospital](https://www.expedia.com/Larkin-Community-Hospital-South-Miami.d553248635997986456.Vacation-Attraction) - [Pinecrest Vacations](https://www.expedia.com/Pinecrest.d6131511.Destination-Travel-Guides) - [Conch Key Vacations](https://www.expedia.com/Conch-Key.d3000396828.Destination-Travel-Guides) - [Baker's Cay Resort Beach](https://www.expedia.com/Bakers-Cay-Resort-Beach-Key-Largo.d715323874527461376.Vacation-Attraction) - [Harry Harris Park](https://www.expedia.com/Harry-Harris-Park-Tavernier.d553248621533115827.Vacation-Attraction) - [Fiesta Key](https://www.expedia.com/Fiesta-Key-Florida.d553248635975749263.Vacation-Attraction) - [Florida Keys Dive Center](https://www.expedia.com/Florida-Keys-Dive-Center-Tavernier.d553248621532652358.Vacation-Attraction) - [Coral Castle Museum](https://www.expedia.com/Coral-Castle-Museum-Miami.d6144785.Vacation-Attraction) - [Sombrero Beach](https://www.expedia.com/Sombrero-Beach-Marathon.d6069239.Vacation-Attraction) - [Founders Park](https://www.expedia.com/Founders-Park-Islamorada.d6277602.Vacation-Attraction) - [Jacob's Aquatic Center](https://www.expedia.com/Jacobs-Aquatic-Center-Key-Largo.d553248621532652370.Vacation-Attraction) - [Hertz Rental Cars in Islamorada](https://www.expedia.com/Hertz-Car-Rentals-In-Islamorada.d10768-c40.Car-Rental-Guide-Suppliers) - [Car rental Islamorada](https://www.expedia.com/Car-Rentals-In-Islamorada.d10768.Car-Rental-Guide) - [Enterprise Rental Cars in Islamorada](https://www.expedia.com/Enterprise-Car-Rentals-In-Islamorada.d10768-c15.Car-Rental-Guide-Suppliers) - [Islamorada Vacation Rentals](https://www.expedia.com/Islamorada-Vacation-Rentals.d10768.Travel-Guide-VacationRentals) - [Key Largo Vacation Rentals](https://www.expedia.com/Key-Largo-Vacation-Rentals.d8369.Travel-Guide-VacationRentals) - [Things to do in Key Largo](https://www.expedia.com/Things-To-Do-In-Key-Largo.d8369.Travel-Guide-Activities) - [Things to do in Islamorada](https://www.expedia.com/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities) - [Things to do in Tavernier](https://www.expedia.com/Things-To-Do-In-Tavernier.d10047.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ## Other language versions ```yaml hreflang: x-default: https://www.expedia.com/Islamorada.d10768.Destination-Travel-Guides de-CH: https://www.expedia.ch/Islamorada.d10768.Reise-Angebote-Staedtereisen zh-hant-HK: https://www.expedia.com.hk/Islamorada.d10768.Travel nl-NL: https://www.expedia.nl/Islamorada.d10768.Vakantie-Stedentrips fr-BE: https://www.expedia.be/fr/Islamorada.d10768.Voyages-et-Court-Sejours pt-BR: https://www.expedia.com.br/Islamorada.d10768.Guia-de-Pacotes es-MX: https://www.expedia.mx/Islamorada.d10768.Guia-de-vacaciones en-GB: https://www.expedia.co.uk/Islamorada.d10768.Holidays-City-Breaks fr-CA: https://www.expedia.ca/fr/Islamorada.d10768.Voyages-et-Court-Sejours en-MY: https://www.expedia.com.my/Islamorada.d10768.Travel en-TW: https://www.expedia.com.tw/en/Islamorada.d10768.Destination-Travel-Guides en-US: https://www.expedia.com/Islamorada.d10768.Destination-Travel-Guides fr-FR: https://www.expedia.fr/Islamorada.d10768.Reservation-Sejours-Voyages zh-CN: https://www.expedia.com/cn/Islamorada.d10768.Travel it-IT: https://www.expedia.it/Islamorada.d10768.Viaggi-Vacanze en-SG: https://www.expedia.com.sg/Islamorada.d10768.Destination-Travel-Guides sv-SE: https://www.expedia.se/Islamorada.d10768.Resor nb-NO: https://www.expedia.no/Islamorada.d10768.Reise nl-BE: https://www.expedia.be/Islamorada.d10768.Vakantie-Citytrip de-AT: https://www.expedia.at/Islamorada.d10768.Reise-Angebote-Staedtereisen en-AU: https://www.expedia.com.au/Islamorada.d10768.Destination-Travel-Guides en-IE: https://www.expedia.ie/Islamorada.d10768.Holidays-City-Breaks en-CA: https://www.expedia.ca/Islamorada.d10768.Destination-Travel-Guides es-ES: https://www.expedia.es/Islamorada.d10768.Viajes-y-Vacaciones es: https://www.expedia.com/es/Islamorada.d10768.Guia-de-vacaciones ko-KR: https://www.expedia.co.kr/Islamorada.d10768.Travel de-DE: https://www.expedia.de/Islamorada.d10768.Reise-Angebote-Staedtereisen zh-TW: https://www.expedia.com.tw/Islamorada.d10768.Travel id-ID: https://www.expedia.co.id/Islamorada.d10768.Perjalanan ```