Title: Florida Keys Adventure Vacations 2026 | Expedia.com ![](https://images.trvl-media.com/place/6246822/f00ad239-b8ad-4f0c-b162-acc6426db1e2.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Florida Keys Adventure Vacations ## Book a Adventure 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 ## Top Adventure vacation packages in Florida Keys Price found within the past 48 hours. Click for updated prices. ![Faro Blanco Resort Marathon Florida Keys, Curio by Hilton](https://images.trvl-media.com/lodging/2000000/1170000/1169600/1169583/7ec74e61_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Faro Blanco Resort Marathon Florida Keys, Curio by Hilton Save 100% on your flight $422 per person May 7 - May 10 found 1 day ago Roundtrip flight included Charlotte (CLT) to Miami (MIA) 8.8/10 Excellent! (1,190 reviews) The room was clean, all staff was friendly, lots of shopping close by, the food at the restaurant was delicious. Would stay there again! Reviewed on Apr 5, 2026 ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4608d7e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cheeca Lodge & Spa Matecumbe Save 100% on your flight $769 per person May 7 - May 10 found 1 day ago Roundtrip flight included Charlotte (CLT) to Miami (MIA) 9.2/10 Wonderful! (1,304 reviews) Amazing! Loved everything can’t wait to go back!! Reviewed on Apr 5, 2026 ![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/8671ba74_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hawks Cay Resort Save 100% on your flight $548 per person May 7 - May 10 found 1 day ago Roundtrip flight included Atlanta (ATL) to Miami (MIA) 8/10 Very Good! (1,015 reviews) Room was not ready until 6pm and was dirty Reviewed on Apr 6, 2026 ![La Siesta Resort & Villas](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/18023e21_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### La Siesta Resort & Villas Matecumbe Save 100% on your flight $656 per person May 7 - May 10 found 17 hours ago Roundtrip non-stop flight included Washington (DCA) to Miami (MIA) 8.6/10 Excellent! (1,003 reviews) We had a wonderful stay in the BOTE House. Perfect for a small family and dogs with the fenced in yard. The staff was great and very accommodating. The access to the other resorts and amenities is also a huge plus. We will definitely be back! Reviewed on Apr 6, 2026 ![Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/4671ebc2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort Save 100% on your flight $682 per person May 7 - May 10 found 1 day ago Roundtrip flight included Atlanta (ATL) to Miami (MIA) 9/10 Wonderful! (179 reviews) Pool staff great. Too windy to do beach activities our trip unfortunately. Hotel room was great. Beautiful views. Check in was an unfortunate process. We were hoping for an early check in, instead didn’t get checked in till after our guaranteed 4PM. Reviewed on Apr 4, 2026 Don't see what you're looking for? See all available trips from Columbus to Florida Keys [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-05-07/2026-05-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Adventure vacations in Florida Keys Price found within the past 48 hours. Click for updated prices. ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4608d7e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cheeca Lodge & Spa Matecumbe Save 100% on your flight $769 per person May 7 - May 10 found 1 day ago Roundtrip flight included Charlotte (CLT) to Miami (MIA) 9.2/10 Wonderful! (1,304 reviews) Amazing! Loved everything can’t wait to go back!! Reviewed on Apr 5, 2026 Don't see what you're looking for? See all available trips from Columbus to Florida Keys [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-05-07/2026-05-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Adventure vacations in Florida Keys Price found within the past 48 hours. Click for updated prices. ![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/8671ba74_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hawks Cay Resort Save 100% on your flight $548 per person May 7 - May 10 found 1 day ago Roundtrip flight included Atlanta (ATL) to Miami (MIA) 8/10 Very Good! (1,015 reviews) Room was not ready until 6pm and was dirty Reviewed on Apr 6, 2026 ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4608d7e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cheeca Lodge & Spa Matecumbe Save 100% on your flight $769 per person May 7 - May 10 found 1 day ago Roundtrip flight included Charlotte (CLT) to Miami (MIA) 9.2/10 Wonderful! (1,304 reviews) Amazing! Loved everything can’t wait to go back!! Reviewed on Apr 5, 2026 ![La Siesta Resort & Villas](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/18023e21_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### La Siesta Resort & Villas Matecumbe Save 100% on your flight $656 per person May 7 - May 10 found 17 hours ago Roundtrip non-stop flight included Washington (DCA) to Miami (MIA) 8.6/10 Excellent! (1,003 reviews) We had a wonderful stay in the BOTE House. Perfect for a small family and dogs with the fenced in yard. The staff was great and very accommodating. The access to the other resorts and amenities is also a huge plus. We will definitely be back! Reviewed on Apr 6, 2026 Don't see what you're looking for? See all available trips from Columbus to Florida Keys [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-05-07/2026-05-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Adventure vacations in Florida Keys Price found within the past 48 hours. Click for updated prices. ![The Pelican Key Largo Cottages](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/f35b06df_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Pelican Key Largo Cottages $415 per person Jun 8 - Jun 12 found 3 hours ago Roundtrip flight included Dallas (DFW) to Miami (MIA) 9/10 Wonderful! (1,003 reviews) Parking was easy, the amenities were nice, location was great Reviewed on Apr 3, 2026 ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4608d7e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cheeca Lodge & Spa Matecumbe Save 100% on your flight $961 per person Jun 8 - Jun 12 found 1 day ago Roundtrip flight included New York (NYC) to Miami (MIA) 9.2/10 Wonderful! (1,304 reviews) Amazing! Loved everything can’t wait to go back!! Reviewed on Apr 5, 2026 ![Lime Tree Bay Resort](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/55bf0b8b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Lime Tree Bay Resort Save 100% on your flight $519 per person Jun 8 - Jun 12 found 1 day ago Roundtrip flight included New York (NYC) to Miami (MIA) 9.2/10 Wonderful! (1,211 reviews) Room was clean but room and furnishings were old, run down, and uncomfortable. Metal bed frame had rusted hardware, refrigerator didn’t work, tiny sink in bathroom had virtually no water pressure. Room was way too small for the price. Attractive view of coconut palms and Florida Bay from the room and nice sunset views. Overall needs a major remodel in my opinion. Air conditioning was noisy and because the room was so small, it was either too cold or off, which almost instantly made it too hot. Shower pressure was also too low. Hotel staff were friendly and caring. Ongoing construction of a new pool bar should have been disclosed before spending over $300/night. Not great but not a terrible experience, hence the 3-star review. Reviewed on Apr 6, 2026 Don't see what you're looking for? See all available trips from Columbus to Florida Keys [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-05-07/2026-05-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Find awesome Florida Keys adventure vacations #### How can I book the best Florida Keys adventure trips? Choose your own adventure in Florida Keys, whether that’s a white-knuckle experience or a weekend walk. Read the reviews of the adventures that have gone before to be sure your chosen stay is your idea of fun. #### How can I plan the perfect Florida Keys family adventure vacation? Adventure awaits when you select the family-friendly filter. There’s plenty of excitement for all ages in Florida Keys. Just make sure to check your chosen escapade is within the realms of can-do for the whole clan and will have the whole team grinning. #### Can I book all-inclusive Florida Keys adventure vacation packages? By refining your filters, you can explore all-amazing, all-adventurous, all-inclusive vacation packages. Amp up the extravagance with a few more filters too. Pick pristine pools, sensational spas, or wondrous waterparks for a sensational adventure getaway. #### Why should I book a Florida Keys adventure vacation for couples? Book a Florida Keys couples adventure vacation for the ultimate in romance and memory-making. Stunning scenery, heart-racing happenings, and the grandeur of the great outdoors—it’s the best way to bond. #### How can I find the best deals on adventure packages in Florida Keys? It’s easy to unleash fabulously affordable adventures. Enter the dates for your caper, then sort your search results by price or deals. #### Can I book an adventure vacation package in Florida Keys with free cancellation and/or flexible dates? Yes! When you’re searching for a great getaway, filter by payment option for free cancellation, so a change of plans won’t mess up your adventures. You’ll find buy now, pay later options, too, for full-on flexibility. #### Why should I book a Florida Keys adventure trip with Expedia? Adventure, airfare, accommodation, ATOL protection, and activities—all on one site. And that’s just the benefits that begin with A. ## Top Adventure Florida Keys Hotels ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/546caf1e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Southernmost Beach Resort and Guesthouses 1319 Duval Street Key West FL - 10 min walk from Duval Street Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ... 8.8/10 Excellent! (3,183 reviews) The resort was good. Room was clean, pool are clean, easy to get beach chairs, etc. both concierges we worked with were amazing and super helpful, the bell hop was very friendly and always helpful. However, the front desk staff wasn’t as helpful, and they were brief with answers. It was as if they ... Reviewed on Apr 7, 2026 [](https://expedia.com/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/8671ba74_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hawks Cay Resort 61 Hawks Cay Blvd Marathon FL - 2 hours drive from Duval Street Book a stay at this luxury hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ... 8/10 Very Good! (1,010 reviews) Room was not ready until 6pm and was dirty Reviewed on Apr 6, 2026 [](https://expedia.com/Marathon-Hotels-Hawks-Cay-Resort.h6068.Hotel-Information) ![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 - 3 hours drive from Duval Street Book a stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ... 9.2/10 Wonderful! (1,310 reviews) Amazing! Loved everything can’t wait to go back!! Reviewed on Apr 5, 2026 [](https://expedia.com/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) [See all 8,240 properties in Florida Keys](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package®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. 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](https://expedia.com/Cheap-Flights-To-Florida-Keys.d6023765.Travel-Guide-Flights)[ Florida Keys Hotels ](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)[ Car Rentals in Florida Keys ](https://expedia.com/Car-Rentals-In-Florida-Keys.d6023765.Car-Rental-Guide)[ Florida Keys Vacations ](https://expedia.com/Florida-Keys.d6023765.Destination-Travel-Guides)[ Things to do in Florida Keys ](https://expedia.com/Things-To-Do-In-Florida-Keys.d6023765.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. 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