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. ![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 17 hours ago Roundtrip flight included Atlanta (ATL) to Miami (MIA) 8/10 Very Good! (1,015 reviews) Splash pad was under construction. Spent time mainly at the main pool with the little one. Our villa was recently renovated and was clean and homey. We lucked out and had a screen in porch which was great. Reviewed on Apr 4, 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 $1,123 per person May 6 - May 9 found 3 hours ago Roundtrip flight included Columbus (CMH) 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 $663 per person May 6 - May 9 found 3 hours ago Roundtrip flight included Columbus (CMH) 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 $797 per person May 6 - May 9 found 3 hours ago Roundtrip flight included Columbus (CMH) 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 ![Tranquility Bay Beachfront Hotel and Resort](https://images.trvl-media.com/lodging/1000000/120000/117100/117099/854776a0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Tranquility Bay Beachfront Hotel and Resort Save 100% on your flight $1,046 per person May 6 - May 10 found 1 day ago Roundtrip flight included New York (NYC) to Miami (MIA) 8.8/10 Excellent! (1,000 reviews) Pools closed earlier than advertised. You can’t bring outside food or drink onto the public areas of the property but it took an hour to get one sandwich at the Tiki Bar. Once it came, we had a total of three drinks and shared the sandwich. $90\. I reduced it because it took an hour but they still tried to bill me full with non-negotiable , automatic tip even though I reduced it when I signed. Reviewed on Apr 2, 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/2026-05-06/2026-05-13/?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 $1,123 per person May 6 - May 9 found 3 hours ago Roundtrip flight included Columbus (CMH) 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/2026-05-06/2026-05-13/?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 17 hours ago Roundtrip flight included Atlanta (ATL) to Miami (MIA) 8/10 Very Good! (1,015 reviews) Splash pad was under construction. Spent time mainly at the main pool with the little one. Our villa was recently renovated and was clean and homey. We lucked out and had a screen in porch which was great. Reviewed on Apr 4, 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 $1,123 per person May 6 - May 9 found 3 hours ago Roundtrip flight included Columbus (CMH) 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 $663 per person May 6 - May 9 found 3 hours ago Roundtrip flight included Columbus (CMH) 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/2026-05-06/2026-05-13/?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. ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oceans Edge Key West Resort, Hotel & Marina Save 100% on your flight $701 per person Jun 6 - Jun 10 found 15 hours ago Roundtrip flight included Cleveland (CLE) to Key West (EYW) 9/10 Wonderful! (1,848 reviews) Amazing location, the room and property were spotless. Staff were very friendly. Would stay here again! Reviewed on Apr 2, 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 $708 per person May 6 - May 10 found 1 day ago Roundtrip flight included Atlanta (ATL) 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 ![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 $1,180 per person Jun 6 - Jun 10 found 4 hours ago Roundtrip flight included Little Rock (LIT) 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/2026-05-06/2026-05-13/?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! (3,180 reviews) Great location to walk around to great shopping and restaurants. We enjoyed time by the pool and enjoyed the variety of pool options! The beach was fantastic and the cafe was a great spot for breakfast. Would definitely return!! Reviewed on Apr 6, 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! (1,008 reviews) The resort itself is beautiful and well-maintained, with great amenities and a relaxing atmosphere—but unfortunately, our experience was significantly impacted by ongoing service issues. Housekeeping appeared to be severely understaffed. Over the course of several days, our room was not serviced ... 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