Title: Raccoon Key Fishing Vacations 2026 | Expedia.com ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Raccoon Key Fishing Vacations ## Book a Fishing 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 Fishing vacation packages in Raccoon Key Price found within the past 48 hours. Click for updated prices. ![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Blue Flamingo Resort Key West New Town Save 100% on your flight $1,083 per person Apr 16 - Apr 21 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Key West (EYW) 8/10 Very Good! (1,693 reviews) Very nice stay, staff was wonderful, rooms very nice and it was easy to get another room when our plane experience a weather delay. Reviewed on Feb 5, 2026 ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Southernmost Beach Resort and Guesthouses Old Town Key West Save 100% on your flight $1,198 per person Apr 16 - Apr 21 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Key West (EYW) 8.6/10 Excellent! (2,844 reviews) I made a mistake as I did not realize this was not at main hotel it was a guest house so no amenities they did provide shuttle when asked I had three rooms. We all couldn’t shower in morning ran out of water. There was ghost ants in bathrooms Reviewed on Feb 6, 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 Save 100% on your flight $1,135 per person Apr 16 - Apr 21 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Key West (EYW) 9/10 Wonderful! (1,736 reviews) Yes, clean, good service Reviewed on Feb 6, 2026 ![Havana Cabana at Key West ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/becea015_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Havana Cabana at Key West New Town Save 100% on your flight $1,089 per person Apr 16 - Apr 21 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Key West (EYW) 8.8/10 Excellent! (1,749 reviews) Loved the ambience, the pool area, and view of water. Tv did not work at first, but was fixed within 30 minutes. Guest staff was very nice. Size of room and view was lovely, but bathroom door was damaged in corner and keurig/type coffee pot did not work. Thought resort fees were high. Reviewed on Feb 4, 2026 ![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Winslow's Bungalows - Key West Historic Inns Old Town Key West Save 100% on your flight $1,381 per person Apr 16 - Apr 21 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Key West (EYW) 9.2/10 Wonderful! (1,044 reviews) The staff was great, especially Sonya. It was clear that everyone wanted us to be happy. There were a few room issues — a clogged-up sink, badly discolored bathroom tile, a room phone that didn’t work well when we called the front desk. We found the continental breakfast unremarkable — especially compared to the pictures in your ads online. Having said that, when I paid for the fried eggs, they were scrumptious. Overall, we were quite happy there, and the standouts were staff and location. Kate and Sam Reviewed on Feb 6, 2026 Don't see what you're looking for? See all available trips from Columbus to Raccoon Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-07/2026-03-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Fishing vacations in Raccoon Key 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 $1,072 per person Apr 17 - Apr 20 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Key West (EYW) 9/10 Wonderful! (1,736 reviews) Yes, clean, good service Reviewed on Feb 6, 2026 ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Southernmost Beach Resort and Guesthouses Old Town Key West $1,332 per person Apr 9 - Apr 12 found 1 day ago Roundtrip flight included Boston (BOS) to Key West (EYW) 8.6/10 Excellent! (2,844 reviews) I made a mistake as I did not realize this was not at main hotel it was a guest house so no amenities they did provide shuttle when asked I had three rooms. We all couldn’t shower in morning ran out of water. There was ghost ants in bathrooms Reviewed on Feb 6, 2026 ![Havana Cabana at Key West ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/becea015_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Havana Cabana at Key West New Town $1,150 per person Apr 9 - Apr 12 found 1 day ago Roundtrip flight included Boston (BOS) to Key West (EYW) 8.8/10 Excellent! (1,749 reviews) Loved the ambience, the pool area, and view of water. Tv did not work at first, but was fixed within 30 minutes. Guest staff was very nice. Size of room and view was lovely, but bathroom door was damaged in corner and keurig/type coffee pot did not work. Thought resort fees were high. Reviewed on Feb 4, 2026 Don't see what you're looking for? See all available trips from Columbus to Raccoon Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-07/2026-03-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Fishing vacations in Raccoon Key Price found within the past 48 hours. Click for updated prices. ![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Vacation Club at Windward Pointe, Key West Save 100% on your flight $1,103 per person Apr 2 - Apr 6 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Key West (EYW) 9.6/10 Exceptional! (1,002 reviews) Said there was beach There is no beach Our initial flight was cancelled we re-rebooked for two days later The hotel would not refund the 2 nights We will reach out again to Expedia but hotel is. also very difficult to reach a live person Reviewed on Feb 5, 2026 ![The Reach Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/888fac6b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Reach Key West, Curio Collection by Hilton Old Town Key West Save 100% on your flight $1,117 per person May 2 - May 6 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Key West (EYW) 8.4/10 Very Good! (1,001 reviews) Hotel was very nice in all respects, but its location on the beach was the best. Reviewed on Feb 4, 2026 ![The Key West Hotel](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/bc64cbf7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Key West Hotel Key West Historic District Save 100% on your flight $1,804 per person May 2 - May 6 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Key West (EYW) 9.2/10 Wonderful! (505 reviews) Everything was great. I couldn’t complain about anything if I wanted to. Thanks for a great stay! Reviewed on Jan 28, 2026 Don't see what you're looking for? See all available trips from Columbus to Raccoon Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-07/2026-03-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Find amazing fishing vacations in Raccoon Key #### How to plan for a fishing trip in Raccoon Key? When planning your fishing vacation to Raccoon Key, it's a good idea to decide on the time of year you plan to go. Different seasons can have a big effect on the type of fish you'll catch. Be sure to consider the equipment you'll need, too. Check that your accommodation is near fishing spots and places to rent lines. Luckily, Expedia's search filters and wide range of accommodations make planning a piece of cake. You'll find more ideas and pointers on the [vacation planning](https://www.expedia.com/lp/b/vacations/payment-plans) page. #### What amenities should I look for when booking a mountain resort in Raccoon Key? Look to see if where you'll be staying on your Raccoon Key fishing vacation has a place to store the equipment. If you're keen on something special, you can book a room with a view over the water, too. Other important amenities to look out for include parking and breakfast included. The good news is Expedia's search filters mean pinning down a property with the amenities is a cinch. #### Why should I choose a package for my fishing vacation in Raccoon Key? Compared to booking your flights and hotels separately, you could score a big package saving with a Raccoon Key fishing vacation package. The green label in Expedia's search results shows you just how much you're saving. Another benefit of booking a package is flexibility. Many allow you to change or cancel for free and you can often book by paying a small deposit. This gives you peace of mind in case your 2026 plans need to change. #### What does a Raccoon Key package typically include? When you book a Raccoon Key fishing vacation package, your return flights, accommodation and applicable taxes are usually included. If you're staying at a fishing resort, you may get equipment and guides included, too. All-inclusive Raccoon Key vacation packages include all meals and drinks, making them a popular choice for a headache-free trip. All deals are different though, so be sure to read the inclusions before booking. On Expedia, this information is transparent before you pay for you trip. #### How can I book my Raccoon Key on Expedia? Start by comparing some of the best Raccoon Key fishing vacation packages using the search wizard. You can customize your booking by using the search filters. There's even a handy maximum price filter that lets you view trips within your budget, as well as ones for property type and location. When you've nailed down your dream Raccoon Key fishing vacation, click through to the booking page. It takes just a few moments to confirm your trip. Best of all, you can select Expedia [payment plans](https://www.expedia.com/lp/b/vacations/planning) to spread the cost over several months. #### Why book your Raccoon Key mountain vacation with Expedia? Expedia offers you some of the widest choices of flights and accommodation, meaning your fishing vacation to Raccoon Key is just a few clicks away. With juicy savings exclusive to Expedia, you can score some of the best deals, too. The [One Key](https://www.expedia.com/welcome-one-key) rewards program is another reason to book your Raccoon Key fishing vacation package with Expedia. Join for free to unlock huge member-only discounts on thousands of hotels. 24/7 support and booking protection offer you peace of mind before and during your trip. #### Can I cancel my fishing vacation package booking? Yes, log in to your Expedia account and follow the easy steps to cancel your Raccoon Key vacation in case your 2026 plans change. The good news is many of Expedia's packages allow for free cancellation. There's even a search filter for this, too. Each package has its own booking conditions though, so be sure to glance over the cancellation policy before confirming your trip. Luckily, Expedia makes this easy to view before you reach checkout. #### What types of accommodations are available in Raccoon Key? On your Raccoon Key vacation, you'll encounter a vast array of accommodation, including everything from luxury hotels to inviting bed and breakfasts. If you have a specific preference, you can use the property type filter to tailor your search. You can even filter for a room with a view, breakfast included, or all-inclusive meal plans. ## 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://www.expedia.com/lp/theme-vacations/fishing-vacations/192/Vanuatu) > - [Caribbean Fishing Vacations ](https://www.expedia.com/lp/theme-vacations/fishing-vacations/6022969/Caribbean) > - [Mexico Fishing Vacations ](https://www.expedia.com/lp/theme-vacations/fishing-vacations/117/Mexico) > - [United States of America Fishing Vacations ](https://www.expedia.com/lp/theme-vacations/fishing-vacations/201/United-States-of-America) > - [Buena Vista Fishing Vacations ](https://www.expedia.com/lp/theme-vacations/fishing-vacations/6056637/Buena-Vista) > - [Colorado Fishing Vacations ](https://www.expedia.com/lp/theme-vacations/fishing-vacations/207/Colorado) ## More Vacation Ideas [Flights to Raccoon Key ](https://expedia.com/Cheap-Flights-To-Raccoon-Key.d180164.Travel-Guide-Flights)[ Raccoon Key Hotels ](https://expedia.com/Raccoon-Key-Hotels.d180164.Travel-Guide-Hotels)[ Vacation Rentals in Raccoon Key ](https://expedia.com/Raccoon-Key-Vacation-Rentals.d180164.Travel-Guide-VacationRentals)[ Car Rentals in Raccoon Key ](https://expedia.com/Car-Rentals-In-Raccoon-Key.d180164.Car-Rental-Guide)[ Raccoon Key Vacations ](https://expedia.com/Raccoon-Key.d180164.Destination-Travel-Guides)[ Things to do in Raccoon Key ](https://expedia.com/Things-To-Do-In-Raccoon-Key.d180164.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