Title: Find Islamorada Vacation Packages & Explore & Book Now | Expedia.com [Islamorada Travel Guide](https://expedia.com/Islamorada.dx10768)[Hotels in Islamorada](https://expedia.com/Islamorada-Hotels.d10768.Travel-Guide-Hotels)[Vacation Rentals in Islamorada](https://expedia.com/Islamorada-Vacation-Rentals.d10768.Travel-Guide-VacationRentals)[Flights to Islamorada](https://expedia.com/Cheap-Flights-To-Islamorada.d10768.Travel-Guide-Flights)[Things to do in Islamorada](https://expedia.com/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities)[Car Rentals in Islamorada](https://expedia.com/Car-Rentals-In-Islamorada.d10768.Car-Rental-Guide) ![](https://images.trvl-media.com/place/10768/fc4588ee-e7f3-44af-8fce-e7aa6a494cda.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Islamorada Vacations from $435 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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. ![Bay Breeze Premium Apartments By Eskape Collection](https://images.trvl-media.com/lodging/28000000/27610000/27603500/27603405/c37fc122_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bay Breeze Premium Apartments By Eskape Collection Save 100% on your flight $435 per person Apr 25 - Apr 30 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8.6/10 Excellent! (189 reviews) The staff was courteous and helpful. The apartment was equipped with basic essentials. The area was quiet. I would suggest adding oven mittens in the kitchen as there was nothing to use to take the pan out of the oven with. Reviewed on Jan 21, 2026 ![President Hotel Villa](https://images.trvl-media.com/lodging/11000000/10620000/10612900/10612810/06988314_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### President Hotel Villa South Beach $456 per person Apr 25 - Apr 30 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8.2/10 Very Good! (997 reviews) Clean room ! Excellent location. Nice amenities, free drinks, beach towels, nice buffet breakfast . Highly recommend for the overall value. Reviewed on Feb 12, 2026 ![Casablanca Miami Beach](https://images.trvl-media.com/lodging/32000000/31660000/31652200/31652150/628e521a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Casablanca Miami Beach North Beach $460 per person Apr 25 - Apr 30 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 5.8/10 (311 reviews) I stood in the multiple bed 1 bedroom everything was good beach right there pool and security where very friendly Reviewed on Nov 12, 2025 ![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/dffb9d2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Retreat Collection at 1 Hotel & Homes South Beach South Beach $6,193 per person Mar 15 - Mar 18 found 2 days ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8/10 Very Good! (1 review) ![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/5e43c05b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Creekside Inn Save 100% on your flight $742 per person Apr 19 - Apr 23 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8/10 Very Good! (1,004 reviews) Room was clean, spacious with a wonderful canal view. Reviewed on Jan 27, 2026 Don't see what you're looking for? See all available trips from Columbus to Islamorada [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-13/2026-03-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_10768) ## Where to stay in Islamorada Find the best Islamorada areas and neighborhoods for the activities you enjoy most. [Learn more about Islamorada](https://expedia.com/Islamorada.dx10768) ![Cheeca Pier 🎣 🛶 ](https://images.trvl-media.com/place/10768/d63e1d3a-2c8e-4dba-bca7-1c1af5c02531.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Matecumbe 6 out of top 10 points of interest in this area If you're spending some time in Matecumbe, Bud n' Mary's Dive Center and Anne's Beach are top sights worth seeing. [Find hotel + flight trips in Matecumbe](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Matecumbe&DestID=855587555438403584&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Colorful Island Palm Tree Sunset](https://images.trvl-media.com/place/553248635976470270/e99cad96-7ebc-485b-9c82-f30673c7991c.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Venetian Shores Venetian Shores might not have many top sights, but Islamorada County Park and Windley Key Fossil Reef Geological State Park are two attractions nearby that you can check out. [Find hotel + flight trips in Venetian Shores](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Venetian%20Shores&DestID=553248635976470270&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Anne’s beach is on Lower Matecumbe Key](https://images.trvl-media.com/place/553248635976195207/ab908e06-f8d5-4131-85de-4fe1a3f5bec9.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Lower Matecumbe Beach Though Lower Matecumbe Beach might not have many top sights, you can venture to the surrounding area to see attractions like Anne's Beach and Sunset Drive Beach. [Find hotel + flight trips in Lower Matecumbe Beach](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Lower%20Matecumbe%20Beach&DestID=553248635976195207&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Coastline of Islamorada, panoramic view at dusk](https://images.trvl-media.com/place/553248635976480972/cbbf8137-5222-4c34-bb34-851fa872c5bd.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Seabreeze Trailer Park If you're looking for some top things to see and do in Seabreeze Trailer Park and surrounding area, you can visit Islamorada County Park and Founders Park. [Find hotel + flight trips in Seabreeze Trailer Park](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Seabreeze%20Trailer%20Park&DestID=553248635976480972&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ### Discover the most popular places to visit in Islamorada ![Anne\'s Beach featuring a bridge](https://images.trvl-media.com/place/6282204/e9aa2f6d-f9c8-4112-a338-63fd8ae82009.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Anne's Beach If a restful vacation is part of your travel plans, Anne's Beach might be the perfect place to seek out during your trip to Islamorada. [](https://expedia.com/Annes-Beach-Matecumbe.d6282204.Vacation-Attraction) ![Islamorada_BudnMarysDiveCenter_6069243-0004](https://images.trvl-media.com/place/6069243/da13ffdf-ddd2-4c35-bedc-c5b570b047e9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Bud n' Mary's Dive Center Explore the waterfront of Bud n' Mary's Dive Center and enjoy other activities such as fishing in Islamorada. Discover the beautiful sunsets and seafood restaurants in this family-friendly area. [](https://expedia.com/Bud-N-Marys-Dive-Center-Matecumbe.d6069243.Vacation-Attraction) ![Windley Key Fossil Reef Geological State Park](https://images.trvl-media.com/place/6282211/9f8e583b-bc9a-4a16-b731-daa0b5c7f87b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Windley Key Fossil Reef Geological State Park Explore the fossilized reef of a former quarry in this island park, as you learn about the history and ecology from the interpretive trails. [](https://expedia.com/Windley-Key-Fossil-Reef-Geological-State-Park-Islamorada.d6282211.Vacation-Attraction) ### What to do in Islamorada ![Explore the Mangrove Creeks with an All Day Kayak Rental ](https://mediaim.expedia.com/localexpert/677736/f5836570-8b49-49af-a667-33b8a8596ab7.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Explore Mangrove Creeks with an All Day SUP/single kayak Rental $49 per adult [](https://expedia.com/things-to-do/explore-mangrove-creeks-with-an-all-day-supsingle-kayak-rental.a677736.activity-details) ![Fun for the whole family!](https://mediaim.expedia.com/localexpert/677737/71a0f7d7-bede-44ae-9df4-489458832240.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Explore the Mangrove Creeks with an ALL Day Tandem Kayak Rental $67 per adult [](https://expedia.com/things-to-do/explore-the-mangrove-creeks-with-an-all-day-tandem-kayak-rental.a677737.activity-details) ![Ft. Lauderdale to Key West Bus Tour w/ 6 hours of free time in KW](https://mediaim.expedia.com/localexpert/46991024/43dad7c4-b2cc-4a13-8eb8-76d57d8a8a1e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Ft. Lauderdale to Key West Day Trip Quality Day Tours $225 per adult [](https://expedia.com/things-to-do/ft-lauderdale-to-key-west-day-trip-quality-day-tours.a46991024.activity-details) [See all activities in Islamorada](https://expedia.com/things-to-do/search?rid=10768) ## Islamorada Hotel Deals ![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Chesapeake Beach Resort 83409 Overseas Hwy Islamorada FL Fully refundableReserve now, pay when you stay $459 nightly $517 total Mar 1 - Mar 2 Total with taxes and fees 9.2/10 Wonderful! (1,654 reviews) Just perfect Reviewed on Feb 12, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=4170&PinnedHotelID=4170&HadPinnedHotel=true®ionId=10768) ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cheeca Lodge & Spa 81801 Overseas Highway, Mile Marker 82 Islamorada FL Fully refundableReserve now, pay when you stay $417 nightly $470 total Feb 22 - Feb 23 Total with taxes and fees 9.2/10 Wonderful! (1,301 reviews) Check in was great. The elevator was out in our building and they failed to let us know at check- in. We were on the 3rd floor and had to use the stairs. Reviewed on Feb 9, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%2F2026&selected=5780&PinnedHotelID=5780&HadPinnedHotel=true®ionId=10768) ![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Amara Cay Resort 80001 Overseas Hwy Islamorada FL Fully refundableReserve now, pay when you stay $423 nightly $476 total Feb 25 - Feb 26 Total with taxes and fees 8.8/10 Excellent! (1,270 reviews) Great staff, good view from room and breakfast was superb. Thanks. Reviewed on Feb 10, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F25%2F2026&endDate=2%2F26%2F2026&selected=61976&PinnedHotelID=61976&HadPinnedHotel=true®ionId=10768) [See all 2,218 properties in Islamorada](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F14%2F2026&endDate=2%2F15%2F2026®ionId=10768) 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. ## Find the Best Islamorada Vacation Packages ### 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. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### 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. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 70.0°F (21.1°C) | No Rain | Mostly Sunny | Average | Average | | February | 71.8°F (22.1°C) | No Rain | Mostly Sunny | Average | Slightly High | | March | 72.9°F (22.7°C) | No Rain | Mostly Sunny | Moderately High | Slightly High | | April | 76.6°F (24.8°C) | No Rain | Mostly Sunny | Moderately High | Slightly High | | May | 79.3°F (26.3°C) | Light Rain | Mostly Sunny | Average | Average | | June | 82.4°F (28.0°C) | Light Rain | Mostly Sunny | Average | Average | | July | 83.8°F (28.8°C) | Light Rain | Mostly Sunny | Moderately High | Average | | August | 84.4°F (29.1°C) | Light Rain | Mostly Sunny | Average | Average | | September | 83.3°F (28.5°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | October | 80.2°F (26.8°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low | | November | 75.9°F (24.4°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low | | December | 72.9°F (22.7°C) | No Rain | Mostly Sunny | Moderately Low | Average | ### 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. ## Islamorada Beach Vacation Relax along the shoreline and feel the wind through your hair during your Islamorada vacation. If it's your first time, why not collect some unique seashells as a souvenir of your trip to Islamorada? Spend your nights near Anne's Beach, a popular stretch of coast just 9 miles from the town center. We also offer fantastic Islamorada packages closer to Sunset Drive Beach, another great nearby option. ## Things You Should Know About Islamorada - Escape the daily grind at one of our [Islamorada beach hotels](https://www.expedia.com/d10768-tBeachHotel.Travel-Guide-Filter-Hotels?lang=en&rfrr=ATG.LP.BodyContent). The sound of the waves and seagulls cawing high in the sky are just a few clicks away. - If you're searching for lots of room to spread out and relax, Islamorada private vacation homes are a great choice. After a much-needed family getaway or a few nights escape with your best friends? [Treasure Harbor](https://www.expedia.com/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information) and [Bud N' Mary's Fishing Marina](https://www.expedia.com/Islamorada-Hotels-Bud-N-MaryS-Fishing-Marina.h92541432.Hotel-Information) will fit the bill. - Roughly 7,100 people reside in Islamorada. If you're after a few helpful tips on what to see and do during your stay, have a chat to some of the friendly locals or have a look at our [Islamorada things to do page](null). ## Islamorada Essential Information | Language | English | | --------------- | ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Population | 7,100 | | Max Temp Winter | 75ºF | | Max Temp Summer | 85ºF | | Top Sights | [Theater of the Sea](https://www.expedia.com/Theater-Of-The-Sea-Islamorada.d6069249.Vacation-Attraction), [Annes Beach](https://www.expedia.com/Annes-Beach-Islamorada.d6282204.Vacation-Attraction) and [Windley Key Fossil Reef Geological State Park](https://www.expedia.com/Windley-Key-Fossil-Reef-Geological-State-Park-Islamorada.d6282211.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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[](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ Friendly Vacations [](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations [](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click) ![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does an Islamorada vacation package cost? ### What are the cheapest months to go to Islamorada? ### How many days is enough for Islamorada? ### Is it worth booking a vacation package to Islamorada? ### How to find the best Islamorada package deals? ### Is it cheaper to book an Islamorada vacation as a package? ### When to book a vacation package to Islamorada? ### How to plan a trip to Islamorada? > 1. Choose when to travel: Check your schedule and pack your bags. Your preferred time of year and the type of activities on offer will also help you decide when to escape to Islamorada. > 2. Set your budget: Factor in expenses such as transportation, flights and meals when calculating how much to save for your trip to Islamorada. Then, choose a property that works with your budget, whether that's an economical stay or a swankier getaway. > 3. Explore Islamorada using Expedia's [trip planning tool](https://www.expedia.com/why/trip-planning): Gain insights into the most popular attractions and best properties for your trip to Islamorada. You can also save your must-visit places, collaborate with friends and family and organize your plans in one place. > 4. Decide your trip length: Think about how long you'd like to spend discovering Islamorada. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace. > 5. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to find an Islamorada vacation package that brings all your bookings together. > 6. Book any activities or excursions: Now to the fun part — locking in everything you want to do and see. Browse some of the top [things to do in Islamorada](https://www.expedia.com/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities) and reserve your tickets early to save time (and maybe some spending money too!). ### Does Expedia offer Book Now, Pay Later Islamorada vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [Upper Matecumbe Key Hotels ](https://www.expedia.com/Upper-Matecumbe-Key-Hotels.d553248635975749648.Travel-Guide-Hotels) - [Hotels near History of Diving Museum ](https://www.expedia.com/History-Of-Diving-Museum-Hotels.0-l6069257-0.Travel-Guide-Filter-Hotels) - [Hotels near Matecumbe United Methodist Church ](https://www.expedia.com/Matecumbe-United-Methodist-Church-Hotels.0-l553248621532652347-0.Travel-Guide-Filter-Hotels) - [Hotels near Florida Keys Brewing Co. ](https://www.expedia.com/Florida-Keys-Brewing-Co-Hotels.0-l553248635997958830-0.Travel-Guide-Filter-Hotels) - [Hotels near Hurricane Monument ](https://www.expedia.com/Hurricane-Monument-Hotels.0-l6063543-0.Travel-Guide-Filter-Hotels) - 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Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app