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. ![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 $720 per person Apr 17 - Apr 19 found 3 hours ago Roundtrip flight included Atlanta (ATL) to Miami (MIA) 8.8/10 Excellent! (1,001 reviews) Grrat view from room and location is awesome. Reviewed on Mar 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 $868 per person Apr 12 - Apr 16 found 1 day ago Roundtrip flight included Chicago (ORD) to Miami (MIA) 8.8/10 Excellent! (1,003 reviews) We had such a wonderful stay at Tranquility Bay Resort in Marathon, Florida! This was the perfect place for a family getaway. The property is absolutely beautiful — the charming white buildings give it such a clean, coastal feel and everything is so well maintained. Our family especially loved the beach and the pool area. The pools were great for relaxing and for the kids to enjoy, and the beach was peaceful and perfect for soaking up the Florida sunshine. Everything felt very clean, cute, and welcoming. If you’re looking for a relaxing spot in the Florida Keys that’s family-friendly and beautiful, I would highly recommend staying here. We made some great memories and would definitely come back! Reviewed on Mar 12, 2026 ![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 $1,121 per person May 13 - May 17 found 3 hours ago Roundtrip flight included Atlanta (ATL) to Key West (EYW) 9/10 Wonderful! (1,825 reviews) Nice pool, great breakfast, loves the bikes and kayaks and shuttle to Duval. Reviewed on Mar 12, 2026 ![Baker's Cay Resort Key Largo, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/7c755dc1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Baker's Cay Resort Key Largo, Curio Collection by Hilton Save 100% on your flight $1,863 per person May 16 - May 23 found 16 hours ago Roundtrip flight included Newark Liberty Intl. Airport (EWR) to Miami (MIA) 8.6/10 Excellent! (1,005 reviews) Our stay at Baker’s Cay Resort Key Largo was truly wonderful. The ocean was visible right from our room, which created a peaceful and relaxing atmosphere throughout the stay. The resort offers an impressive variety of amenities that make it easy to enjoy your time on property. Guests can take advantage of bike riding, kayaking, the pool, comfortable sun chairs, and hammocks thoughtfully placed around the grounds. There were also plenty of activities available including ping pong, cornhole, volleyball, and soccer, which made the experience fun and engaging. The property itself was very clean, quiet, and beautifully maintained. The staff was friendly and welcoming, and valet parking made arrival and departure seamless. A special highlight was the butler, who was terrific and even hosted beach bingo, adding a fun and memorable touch to the stay. Overall, the resort has a warm and inviting atmosphere and is clearly both family- and pet-friendly. We would absolutely return and highly recommend it to anyone looking for a relaxing stay in Key Largo. Reviewed on Mar 13, 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/2026-04-13/2026-04-20/?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 $456 per person Apr 14 - Apr 15 found 11 hours ago Roundtrip non-stop flight included Seattle (SEA) to Miami (MIA) 9.2/10 Wonderful! (1,299 reviews) We did not use the spa services, we may have been able to barely see a small portion of the ocean out a window Reviewed on Mar 12, 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/2026-04-13/2026-04-20/?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. ![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 $790 per person Apr 17 - Apr 20 found 19 hours ago Roundtrip flight included Atlanta (ATL) to Miami (MIA) 9.2/10 Wonderful! (1,299 reviews) We did not use the spa services, we may have been able to barely see a small portion of the ocean out a window Reviewed on Mar 12, 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 $993 per person Apr 18 - Apr 21 found 22 hours ago Roundtrip flight included Kansas City (MCI) to Miami (MIA) 8.8/10 Excellent! (1,001 reviews) Grrat view from room and location is awesome. Reviewed on Mar 4, 2026 ![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 $1,013 per person May 14 - May 17 found 5 hours ago Roundtrip non-stop flight included Albany (ALB) to Key West (EYW) 9/10 Wonderful! (1,825 reviews) Nice pool, great breakfast, loves the bikes and kayaks and shuttle to Duval. Reviewed on Mar 12, 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/2026-04-13/2026-04-20/?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. ![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 $868 per person Apr 12 - Apr 16 found 1 day ago Roundtrip flight included Chicago (ORD) to Miami (MIA) 8.8/10 Excellent! (1,003 reviews) We had such a wonderful stay at Tranquility Bay Resort in Marathon, Florida! This was the perfect place for a family getaway. The property is absolutely beautiful — the charming white buildings give it such a clean, coastal feel and everything is so well maintained. Our family especially loved the beach and the pool area. The pools were great for relaxing and for the kids to enjoy, and the beach was peaceful and perfect for soaking up the Florida sunshine. Everything felt very clean, cute, and welcoming. If you’re looking for a relaxing spot in the Florida Keys that’s family-friendly and beautiful, I would highly recommend staying here. We made some great memories and would definitely come back! Reviewed on Mar 12, 2026 ![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 $1,121 per person May 13 - May 17 found 3 hours ago Roundtrip flight included Atlanta (ATL) to Key West (EYW) 9/10 Wonderful! (1,825 reviews) Nice pool, great breakfast, loves the bikes and kayaks and shuttle to Duval. Reviewed on Mar 12, 2026 ![The Marker Key West Harbor Resort](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/bcdd451c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Marker Key West Harbor Resort Key West Historic District Save 100% on your flight $1,294 per person May 15 - May 19 found 23 hours ago Roundtrip non-stop flight included New Orleans (MSY) to Key West (EYW) 9.2/10 Wonderful! (1,004 reviews) This was our first time at The Marker and we'll definitely be back. All of the staff was great! From the front desk personnel, bar/wait staff and housekeeping. Everyone seemed on the same page, was very friendly and efficient. It is in a great location and we'll definitely be back! I read reviews before I booked and those reviews held up to our experience and more. Can't wait to go back! Reviewed on Mar 12, 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/2026-04-13/2026-04-20/?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 ![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! (1,004 reviews) A little something for everyone! Adult area, kids area. I personally loved sitting between the lagoon and the canal watching the boats go by! All staff was excellent! Loved the food the most at the Tiki Grill Reviewed on Mar 13, 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! (1,298 reviews) We did not use the spa services, we may have been able to barely see a small portion of the ocean out a window Reviewed on Mar 12, 2026 [](https://expedia.com/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/4671ebc2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort 84001 Overseas Hwy Islamorada FL - 3 hours drive from Duval Street Book a stay at this beach resort in Islamorada. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ... 9/10 Wonderful! (169 reviews) Overpriced for a view of the parking lot on the ground floor. Reviewed on Mar 7, 2026 [](https://expedia.com/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information) [See all 8,310 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