Title: Keewaydin Island Romantic Vacations 2026 | Expedia.com ![](https://images.trvl-media.com/place/6337231/0b8ef5b6-2083-4cdb-97c8-d4b5fcbc1cee.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Keewaydin Island Romantic Vacations ## Book a Romantic 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 Romantic vacation packages in Keewaydin Island Price found within the past 48 hours. Click for updated prices. ![The Perry Hotel Naples](https://images.trvl-media.com/lodging/103000000/102390000/102386400/102386398/0ad2742c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Perry Hotel Naples Save 100% on your flight $601 per person May 15 - May 19 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 9.6/10 Exceptional! (477 reviews) Everything was all good Reviewed on Feb 25, 2026 ![Hyatt Vacation Club at Coconut Cove, Bonita Springs](https://images.trvl-media.com/lodging/1000000/1000000/991200/991114/fedffc57_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Vacation Club at Coconut Cove, Bonita Springs Save 100% on your flight $706 per person May 20 - May 26 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 9.2/10 Wonderful! (704 reviews) Every morning at 7:30 you are awakened by a chorus of landscape equipment on the course directly behind the rooms. You have to call the front desk to get towels and toilet paper. No room cleanings or changing sheets here. The grounds are very well kept and resort like however the little store to buy necessities is only open in the morning and evening, closed during the day so you have to drive to get anything you need. Staff is very nice and friendly. It seems management policies keep this from being to great destination. Reviewed on Mar 1, 2026 ![Hilton Marco Island Beach Resort and Spa](https://images.trvl-media.com/lodging/1000000/20000/17600/17575/65dd4041_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Marco Island Beach Resort and Spa South End Save 100% on your flight $1,109 per person May 5 - May 9 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 8.8/10 Excellent! (1,645 reviews) The room was clean, we had a great view and the staff was very friendly. Reviewed on Mar 1, 2026 ![Marriott Sanibel Harbour Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/3100/3079/ac9a3a07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Marriott Sanibel Harbour Resort & Spa Punta Rassa Save 100% on your flight $671 per person Apr 10 - Apr 14 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 8.4/10 Very Good! (1,005 reviews) Room cleaning each night. Friendly staff. Lived the pool with live music. Reviewed on Mar 1, 2026 ![Bellasera Resort](https://images.trvl-media.com/lodging/1000000/10000/4800/4760/d22f3ec7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bellasera Resort Old Naples Save 100% on your flight $880 per person May 5 - May 9 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 9.6/10 Exceptional! (2,225 reviews) Large rooms, Very clean. Helpful attentive staff. Spacious grounds. Reviewed on Feb 22, 2026 Don't see what you're looking for? See all available trips from Columbus to Keewaydin Island [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-01/2026-04-08/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=APF&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Romantic vacations in Keewaydin Island Price found within the past 48 hours. Click for updated prices. ![Sundial Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/5481c209_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sundial Beach Resort & Spa Mid Island Save 100% on your flight $1,403 per person May 20 - May 26 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 8.6/10 Excellent! (2,581 reviews) The room was good condition, we enjoyed the pickleball courts. The food was pricey and just so so quality. Reviewed on Mar 1, 2026 ![The Ritz-Carlton Naples, Tiburón](https://images.trvl-media.com/lodging/1000000/790000/788300/788295/75f45fbf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton Naples, Tiburón $1,465 per person May 1 - May 4 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 9.4/10 Exceptional! (609 reviews) Very nice accomodations. Reviewed on Jan 12, 2026 ![Naples Beach Club, A Four Seasons Resort](https://images.trvl-media.com/lodging/1000000/10000/9800/9786/e6518097_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Naples Beach Club, A Four Seasons Resort Coquina Sands $2,592 per person May 1 - May 4 just found Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 6/10 (2 reviews) Don't see what you're looking for? See all available trips from Columbus to Keewaydin Island [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-01/2026-04-08/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=APF&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Romantic vacations in Keewaydin Island Price found within the past 48 hours. Click for updated prices. ![The Perry Hotel Naples](https://images.trvl-media.com/lodging/103000000/102390000/102386400/102386398/0ad2742c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Perry Hotel Naples Save 100% on your flight $480 per person May 16 - May 19 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 9.6/10 Exceptional! (477 reviews) Everything was all good Reviewed on Feb 25, 2026 ![Hilton Marco Island Beach Resort and Spa](https://images.trvl-media.com/lodging/1000000/20000/17600/17575/65dd4041_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Marco Island Beach Resort and Spa South End Save 100% on your flight $734 per person May 16 - May 19 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 8.8/10 Excellent! (1,645 reviews) The room was clean, we had a great view and the staff was very friendly. Reviewed on Mar 1, 2026 ![Bellasera Resort](https://images.trvl-media.com/lodging/1000000/10000/4800/4760/d22f3ec7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bellasera Resort Old Naples Save 100% on your flight $753 per person May 16 - May 19 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 9.6/10 Exceptional! (2,225 reviews) Large rooms, Very clean. Helpful attentive staff. Spacious grounds. Reviewed on Feb 22, 2026 Don't see what you're looking for? See all available trips from Columbus to Keewaydin Island [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-01/2026-04-08/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=APF&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Romantic vacations in Keewaydin Island Price found within the past 48 hours. Click for updated prices. ![Courtyard by Marriott Fort Myers Cape Coral](https://images.trvl-media.com/lodging/1000000/30000/22400/22386/d60a7543_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Courtyard by Marriott Fort Myers Cape Coral Save 100% on your flight $237 per person Apr 10 - Apr 14 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 8.2/10 Very Good! (997 reviews) Allowed early check in — wife was ill Reviewed on Feb 28, 2026 ![Hilton Marco Island Beach Resort and Spa](https://images.trvl-media.com/lodging/1000000/20000/17600/17575/65dd4041_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Marco Island Beach Resort and Spa South End Save 100% on your flight $1,109 per person May 5 - May 9 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 8.8/10 Excellent! (1,645 reviews) The room was clean, we had a great view and the staff was very friendly. Reviewed on Mar 1, 2026 ![The Perry Hotel Naples](https://images.trvl-media.com/lodging/103000000/102390000/102386400/102386398/0ad2742c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Perry Hotel Naples Save 100% on your flight $601 per person May 15 - May 19 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 9.6/10 Exceptional! (477 reviews) Everything was all good Reviewed on Feb 25, 2026 Don't see what you're looking for? See all available trips from Columbus to Keewaydin Island [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-01/2026-04-08/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=APF&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## How to find a romantic Keewaydin Island vacation #### How can I find the best Keewaydin Island vacation packages for couples? To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing. #### How can I find cheap Keewaydin Island romantic packages for two? For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering and visiting outside busy months of . #### How can I plan a great romantic trip to Keewaydin Island? Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two. #### How much is a trip for two to Keewaydin Island? Put a price on love with stunning deals for duos starting at just $237\. Stay during the quiet season, in , for breaks to make your bank balance smile. Prices and availability are subject to change. Additional terms may apply. #### Can I book Keewaydin Island spa packages for couples? Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match. #### What’s the best time of year for a romantic vacation in Keewaydin Island? Book your romantic getaway during the quieter months of when you can have the place to yourself, pretty much. To show your partner off to the world, provide a more abundant audience. #### How can I book romantic weekend getaway packages in Keewaydin Island? To book a loved-up break in Keewaydin Island, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation). #### Can I book a romantic trip to Keewaydin Island with free cancellation and/or flexible dates? The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options. #### Why should I book my Keewaydin Island romantic holiday with Expedia? If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection? ## 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://expedia.com/Keewaydin-Island-Hotels.d6337231.Travel-Guide-Hotels)[ Vacation Rentals in Keewaydin Island ](https://expedia.com/Keewaydin-Island-Vacation-Rentals.d6337231.Travel-Guide-VacationRentals)[ Car Rentals in Keewaydin Island ](https://expedia.com/Car-Rentals-In-Keewaydin-Island.d6337231.Car-Rental-Guide)[ Keewaydin Island Vacations ](https://expedia.com/Keewaydin-Island.d6337231.Destination-Travel-Guides) \* 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