Title: Florida Keys Vacation Packages 2026 from $744 | Expedia.com [Florida Keys Travel Guide](https://expedia.com/Florida-Keys.dx6023765)[Hotels in Florida Keys](https://expedia.com/Florida-Keys-Hotels.d6023765.Travel-Guide-Hotels)[Vacation Rentals in Florida Keys](https://expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)[Flights to Florida Keys](https://expedia.com/Cheap-Flights-To-Florida-Keys.d6023765.Travel-Guide-Flights)[Things to do in Florida Keys](https://expedia.com/Things-To-Do-In-Florida-Keys.d6023765.Travel-Guide-Activities)[Car Rentals in Florida Keys](https://expedia.com/Car-Rentals-In-Florida-Keys.d6023765.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6246822/f00ad239-b8ad-4f0c-b162-acc6426db1e2.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Florida Keys Vacations from $744 ## 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 Florida Keys Vacation When adventure calls, answer it with a tailor-made vacation package to Florida Keys. Wherever it is you're going and whatever you have planned, prepare to discover a destination with plenty to offer. A trip to Florida Keys wouldn't be complete without spending some time in its best cities, starting with [Key West](https://www.expedia.com/Key-West.d1187.Destination-Travel-Guides). Two of the top attractions here include Smathers Beach and Mallory Square. [Key Largo](https://www.expedia.com/Key-Largo.d8369.Destination-Travel-Guides) is another favorite city with Florida Keys travelers. Visitors to this destination enjoy John Pennekamp Coral Reef State Park and Jimmy Johnson's Big Chill. Expedia has hotels, flights and whatever else you need to help you put together your very own customized Florida Keys vacation today. ## The Latest Florida Keys vacation packages Price found within the past 48 hours. Click for updated prices. ![Cavalier Hotel South Beach](https://images.trvl-media.com/lodging/1000000/20000/13600/13579/c0c3faa8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cavalier Hotel South Beach South Beach Save 100% on your flight $744 per person Jun 12 - Jun 15 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8.6/10 Excellent! (1,007 reviews) The room was very clean but small and very little space to hang things or put stuff anywhere. The bathroom had a pedestal sink and a tiny shelf for items. No hooks in bathroom to hang bathing suits and etc. Breakfast was great! Staff was wonderful! Reviewed on Mar 30, 2026 ![Casablanca Miami Beach](https://images.trvl-media.com/lodging/32000000/31660000/31652200/31652150/f54c02bb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Casablanca Miami Beach North Beach $3,736 per person Jun 4 - Jun 11 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 5.8/10 (321 reviews) Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great. It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it. Reviewed on Feb 22, 2026 ![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/4743fa46_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Creekside Inn $944 per person Jun 6 - Jun 13 found 23 hours ago Roundtrip flight included Boston (BOS) to Miami (MIA) 7.8/10 Good! (1,027 reviews) We had an excellent stay! Reviewed on Mar 31, 2026 ![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/e518a34f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Retreat Collection at 1 Hotel & Homes South Beach South Beach $12,021 per person Jun 19 - Jun 23 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8/10 Very Good! (1 review) ![Pantera Rosa](https://images.trvl-media.com/lodging/91000000/90770000/90762800/90762718/6958e49f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pantera Rosa South Beach Save 100% on your flight $1,107 per person Jun 15 - Jun 21 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Miami (MIA) 8.8/10 Excellent! (61 reviews) What I wanted is what I got. It was as expected, no frills. Sufficient room that met my expectations. Well situated near stores, restaurants, and the beach. Comfortable stay with the exception of periodic lack of hot water in the kitchen sink. Also it's directly in the view of neighbors so blinds had to be closed. There is an issue with reimbursement of deposit so that is being worked out. Reviewed on Feb 21, 2026 Don't see what you're looking for? See all available trips from San Antonio to Florida Keys [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-05-02/2026-05-09/?FromAirport=San%20Antonio,%20Texas,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Where to stay in Florida Keys Find the best Florida Keys areas and neighborhoods for the activities you enjoy most. [Learn more about Florida Keys](https://expedia.com/Florida-Keys.dx6023765) ![Old Town Key West](https://images.trvl-media.com/place/553248635976481920/c3895c9f-e471-4c93-ac2e-85c99f8f8fec.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Old Town Key West 2 out of top 10 points of interest in this area 4.5/5(229 area reviews) Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area. [Find hotel + flight trips in Old Town Key West](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20San%20Antonio,%20San%20Antonio,%20Texas,%20United%20States%20of%20America&Destination=Old%20Town%20Key%20West&DestID=553248635976481920&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Key West Historic District](https://images.trvl-media.com/place/6068599/e22dc889-0174-435e-9d9b-302d362fd045.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Key West Historic District 2 out of top 10 points of interest in this area 4.5/5(4,090 area reviews) Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district. [Find hotel + flight trips in Key West Historic District](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20San%20Antonio,%20San%20Antonio,%20Texas,%20United%20States%20of%20America&Destination=Key%20West%20Historic%20District&DestID=6281809&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Downtown Key West](https://images.trvl-media.com/place/6068616/ac9e1424-8949-4483-8a12-9063d1511aa2.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Key West If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing. [Find hotel + flight trips in Downtown Key West](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20San%20Antonio,%20San%20Antonio,%20Texas,%20United%20States%20of%20America&Destination=Downtown%20Key%20West&DestID=553248635976470405&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Wide aerial panorama of Key West, Florida](https://images.trvl-media.com/place/553248635976480351/87477fd8-e61c-4ccb-8f10-57f3d82227dc.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### New Town 4/5(435 area reviews) Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Key West Tropical Forest and Botanical Garden. [Find hotel + flight trips in New Town](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20San%20Antonio,%20San%20Antonio,%20Texas,%20United%20States%20of%20America&Destination=New%20Town&DestID=553248635976480351&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Uptown - Upper Duval](https://images.trvl-media.com/place/1187/48023594-76b8-4930-a4a9-06a0f12911a4.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Uptown - Upper Duval 4.5/5(74 area reviews) If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing. [Find hotel + flight trips in Uptown - Upper Duval](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20San%20Antonio,%20San%20Antonio,%20Texas,%20United%20States%20of%20America&Destination=Uptown%20-%20Upper%20Duval&DestID=553248635976473524&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ### Discover the most popular places to visit in Florida Keys ![Duval Street](https://images.trvl-media.com/place/6068616/5997ee0c-eca4-415b-b051-99f4d38fbc11.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Duval Street Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors. [](https://expedia.com/Duval-Street-Key-West-Historic-District.d6068616.Vacation-Attraction) ![Southernmost Point](https://images.trvl-media.com/place/501380/97e2b26c-38ce-483b-b59e-7a017404ab35.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Southernmost Point Snap a memorable photograph from the edge of North America at this monumental landmark. [](https://expedia.com/Southernmost-Point-Old-Town-Key-West.d501380.Vacation-Attraction) ![Mallory Square](https://images.trvl-media.com/place/501385/f076c469-e361-414e-8323-e71ccf56c947.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Mallory Square Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States. [](https://expedia.com/Mallory-Square-Key-West-Historic-District.d501385.Vacation-Attraction) ### What to do in Florida Keys ![Key West: Shark and Wildlife Viewing Catamaran Tour](https://mediaim.expedia.com/localexpert/49301862/1f86e64a-bd95-4e62-b598-309a7a3d7dda.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Key West: Shark and Wildlife Viewing Catamaran Tour $99 per adult **100%** of travellers recommend [](https://expedia.com/things-to-do/key-west-shark-and-wildlife-viewing-catamaran-tour.a49301862.activity-details) ![Miami to Key West Day Trip with Activity Options](https://mediaim.expedia.com/localexpert/1344154/127def52-afdb-470f-97fc-ba484b15a753.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Miami to Key West Day Trip with Activity Options $39 per adult **82%** of travellers recommend [](https://expedia.com/things-to-do/miami-to-key-west-day-trip-with-activity-options.a1344154.activity-details) ![Key West Half-Day Fishing Charter](https://mediaim.expedia.com/localexpert/5299343/671745e1-9724-45ed-9f6d-20286eca548a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Key West Half-Day Fishing Charter $95 per adult **90%** of travellers recommend [](https://expedia.com/things-to-do/key-west-half-day-fishing-charter.a5299343.activity-details) [See all activities in Florida Keys](https://expedia.com/things-to-do/search?rid=6023765) ## Florida Keys Hotel Deals ![Reefhouse Resort & Marina](https://images.trvl-media.com/lodging/1000000/10000/3500/3427/e9f2dff3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Reefhouse Resort & Marina 103800 Overseas Hwy Key Largo FL Fully refundableReserve now, pay when you stay $339 nightly $376 total Apr 19 - Apr 20 Total with taxes and fees 9.4/10 Exceptional! (1,395 reviews) AMAZING! I can’t say enough good things about this hotel. The property is beautiful and very clean. The beach is very cute and you have the option to do water sports. There are so many nooks and crannies to hang out on the beach and relax. Food was great. Will be back soon! Reviewed on Apr 2, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F19%2F2026&endDate=4%2F20%2F2026&selected=3427&PinnedHotelID=3427&HadPinnedHotel=true®ionId=6023765) ![Waterside Suites & Marina](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/e2f3e092_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Waterside Suites & Marina 201 Ocean Drive Key Largo FL Fully refundableReserve now, pay when you stay $167 nightly $187 total May 3 - May 4 Total with taxes and fees 9/10 Wonderful! (1,266 reviews) All rooms of our suite were clean, the living room furniture appeared new, the front desk staff was exceptionally friendly, plenty of on site parking and the views from the balcony were enjoyable due to the beauty of the area, as well as passing boats. It was a bit noisy due to music and voices carrying ... Reviewed on Apr 1, 2026 [](https://expedia.com/Hotel-Search?startDate=5%2F3%2F2026&endDate=5%2F4%2F2026&selected=13719&PinnedHotelID=13719&HadPinnedHotel=true®ionId=6023765) ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4608d7e2_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 $312 nightly $351 total Apr 22 - Apr 23 Total with taxes and fees 9.2/10 Wonderful! (1,303 reviews) From the moment we checked in with Jessica we knew we’d love Cheeca lodge. Great pools, fishing dock and rooms, along with the friendliest staff Reviewed on Apr 1, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F22%2F2026&endDate=4%2F23%2F2026&selected=5780&PinnedHotelID=5780&HadPinnedHotel=true®ionId=6023765) [See all 8,081 properties in Florida Keys](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=4%2F3%2F2026&endDate=4%2F4%2F2026®ionId=6023765) 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 Florida Keys Vacation Packages ### Things to do near Florida Keys The Florida Keys offer an ideal setting for beach and outdoor family vacations. Enjoy a variety of activities such as relaxing on stunning beaches, taking day trips, and indulging in the local shopping scene at various malls and centers. Don't miss the opportunity for a memorable Florida getaway, complete with scenic water taxi rides that showcase the beauty of the islands. **Shopping** [The Kite House](https://www.expedia.com/The-Kite-House-Old-Town-Key-West.d553248621532652628.Vacation-Attraction), located 7 miles from Florida Keys, offers a unique selection of gifts and souvenirs. For cycling enthusiasts, We Cycle Key West, just 6 miles away, provides great gear and local experiences. Both spots are perfect for memorable shopping during your visit. **Recreation** At [Key West Golf Club](https://www.expedia.com/Key-West-Golf-Club-Stock-Island.d6163814.Vacation-Attraction), enjoy a picturesque golfing experience surrounded by lush landscapes and vibrant outdoor vibes. For a cultural evening, visit the [Waterfront Playhouse](https://www.expedia.com/Waterfront-Playhouse-Key-West-Historic-District.d553248621532652609.Vacation-Attraction), where captivating performances create a romantic atmosphere. Dive into family fun at the MLK Community Pool, perfect for relaxation and outdoor activities. **Adventure** In the Florida Keys, explore the vibrant coral reefs while snorkeling or scuba diving in the John Pennekamp Coral Reef State Park. Experience thrilling water sports like jet skiing and parasailing in Key West, or embark on a kayak adventure through the mangroves of Big Pine Key. **Nightlife** The Florida Keys nightlife is vibrant and diverse. Enjoy a cocktail at the lively Green Parrot Bar or dance the night away at the popular Hog's Breath Saloon. For a laid-back vibe, check out the Sunset Pier, offering stunning views and local music as the sun sets. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Find the best attractions near Florida Keys The Florida Keys is an ideal destination for beach lovers and outdoor enthusiasts, offering a variety of attractions such as modern squares, national parks, and historic buildings. Visitors can immerse themselves in culture and adventure while enjoying the stunning beaches and vibrant atmosphere. Key West is a must-visit for those seeking unique experiences, making the Florida Keys a perfect spot for family vacations and unforgettable memories. - **[Mallory Square: ](https://www.expedia.com/Mallory-Square-Key-West-Historic-District.d501385.Vacation-Attraction)** Experience the vibrant atmosphere of Mallory Square, known for its lively city vibes. Enjoy unique street performances, local vendors, and stunning views of the sunset over the Gulf of Mexico, making it a perfect spot for relaxation and entertainment. - **[Fort Zachary Taylor Historic State Park: ](https://www.expedia.com/Fort-Zachary-Taylor-Historic-State-Park-Key-West.d6069245.Vacation-Attraction)** Explore the historical significance and natural beauty of Fort Zachary Taylor Historic State Park. This park offers outdoor adventures, scenic trails, and a chance to swim at one of the best beaches in the Keys, all while immersing yourself in history. - **[Florida Keys National Marine Sanctuary: ](https://www.expedia.com/Florida-Keys-National-Marine-Sanctuary-Key-West.d6163838.Vacation-Attraction)** Discover the rich marine life at Florida Keys National Marine Sanctuary. Ideal for families and adventure seekers, you can snorkel, dive, or kayak through vibrant coral reefs and witness the incredible underwater ecosystem. ### Best time to go to Florida Keys The best time to visit Florida Keys is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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 | 70.9°F (21.6°C) | No Rain | Mostly Sunny | Average | Average | | February | 72.1°F (22.3°C) | No Rain | Mostly Sunny | Average | Slightly High | | March | 73.2°F (22.9°C) | No Rain | Mostly Sunny | Slightly High | Slightly High | | April | 76.8°F (24.9°C) | No Rain | Mostly Sunny | Average | Slightly High | | May | 79.3°F (26.3°C) | Light Rain | Mostly Sunny | Average | Average | | June | 82.6°F (28.1°C) | Light Rain | Mostly Sunny | Slightly High | Average | | July | 84.0°F (28.9°C) | Light Rain | Mostly Sunny | Slightly High | Average | | August | 84.4°F (29.1°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | September | 83.5°F (28.6°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | October | 80.6°F (27.0°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | November | 76.5°F (24.700000000000003°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | December | 73.6°F (23.1°C) | No Rain | Mostly Sunny | Average | Average | ### Tips to save on your trip to Florida Keys - Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings. - Consider traveling to Florida Keys during the low season (August to October) 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. ## Florida Keys Essential Information | Language | English | | --------------- | ------------------------- | | Currency | U.S dollars | | Closest Airport | Miami Intl. 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![](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) 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