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 ## Top Romantic vacation packages in Keewaydin Island Price found within the past 48 hours. Click for updated prices. ![Landing Apartments near North Fort Myers](https://images.trvl-media.com/lodging/107000000/106660000/106652000/106651913/4d2de0aa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing Apartments near North Fort Myers Hancock $596 per person Apr 11 - Apr 18 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 9.4/10 Exceptional! (50 reviews) Everything was as described! The 1 problem we had was the hardwood floors were not very clean, but we adjusted to it, I could have complained about it but we didn’t. Reviewed on Mar 5, 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 $692 per person May 25 - May 30 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 9.6/10 Exceptional! (664 reviews) This hotel has a “Miami” vibe…excellent Asian Fusion restaurant on the top floor and two pool options. There is another great restaurant next door to the hotel, The Bay House. Parking is very easy at the hotel. The riverfront rooms we stayed in (the first one on the sixth floor under the kitchen was very noisy and they moved us to the seventh floor which was much quieter) were modern and had a nice balcony with a chairs and a table. We would definitely stay at this hotel again and look forward to trying their other properties. Reviewed on Mar 9, 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 $883 per person May 5 - May 9 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 9/10 Wonderful! (1,714 reviews) Hotel is nice! Manager didn’t help me when I wanted pool and beach view which I requested when I booked it! He didn’t even try to look to maje me happy I had a room overlooking the top of a roof. Other than that everything was great. Also there’s a store on the Hilton a yogurt is like $7.00\. A coffee is $5 triple or quadruple the price in the supermarket. Crazy!! Reviewed on Mar 9, 2026 ![Landing Apartments Fort Myers near Olympia Pointe](https://images.trvl-media.com/lodging/119000000/118250000/118241800/118241745/45a08837_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing Apartments Fort Myers near Olympia Pointe $613 per person Apr 11 - Apr 18 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 8/10 Very Good! (5 reviews) The pool was beautiful. The water was ice cold. We were there for 3 weeks in February Reviewed on Mar 3, 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/2026-04-10/2026-04-17/?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. ![The Ritz-Carlton Naples, Tiburón](https://images.trvl-media.com/lodging/1000000/790000/788300/788295/a653a1be_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton Naples, Tiburón $1,283 per person May 17 - May 21 found 13 hours ago Roundtrip flight included Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW) 9.4/10 Exceptional! (620 reviews) Very nice accomodations. Reviewed on Jan 12, 2026 ![Sundial Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/f4e5c65a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sundial Beach Resort & Spa Mid Island $1,642 per person Apr 11 - Apr 18 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 8.6/10 Excellent! (2,603 reviews) Great rooms, nice decor, very clean, clean property bathrooms, great views and pools. Reviewed on Mar 9, 2026 ![Naples Beach Club, A Four Seasons Resort](https://images.trvl-media.com/lodging/1000000/10000/9800/9786/ce10cbd7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Naples Beach Club, A Four Seasons Resort Coquina Sands Save 100% on your flight $4,423 per person Apr 23 - Apr 28 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 8.8/10 Excellent! (3 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/2026-04-10/2026-04-17/?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. ![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 $597 per person May 12 - May 15 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 9/10 Wonderful! (1,714 reviews) Hotel is nice! Manager didn’t help me when I wanted pool and beach view which I requested when I booked it! He didn’t even try to look to maje me happy I had a room overlooking the top of a roof. Other than that everything was great. Also there’s a store on the Hilton a yogurt is like $7.00\. A coffee is $5 triple or quadruple the price in the supermarket. Crazy!! Reviewed on Mar 9, 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 $788 per person May 22 - May 25 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Fort Myers (RSW) 9.6/10 Exceptional! (664 reviews) This hotel has a “Miami” vibe…excellent Asian Fusion restaurant on the top floor and two pool options. There is another great restaurant next door to the hotel, The Bay House. Parking is very easy at the hotel. The riverfront rooms we stayed in (the first one on the sixth floor under the kitchen was very noisy and they moved us to the seventh floor which was much quieter) were modern and had a nice balcony with a chairs and a table. We would definitely stay at this hotel again and look forward to trying their other properties. Reviewed on Mar 9, 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/2026-04-10/2026-04-17/?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. ![The Suites at Fishermen’s Village- 2 Bedroom Suites](https://images.trvl-media.com/lodging/53000000/52080000/52074900/52074809/7bc32ddb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Suites at Fishermen’s Village- 2 Bedroom Suites Punta Gorda Isles Save 100% on your flight $678 per person Apr 15 - Apr 19 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Fort Myers (RSW) 9.8/10 Exceptional! (1,114 reviews) Unit was extremely nice, great layout and very updated! Reviewed on Mar 8, 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 $883 per person May 5 - May 9 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 9/10 Wonderful! (1,714 reviews) Hotel is nice! Manager didn’t help me when I wanted pool and beach view which I requested when I booked it! He didn’t even try to look to maje me happy I had a room overlooking the top of a roof. Other than that everything was great. Also there’s a store on the Hilton a yogurt is like $7.00\. A coffee is $5 triple or quadruple the price in the supermarket. Crazy!! Reviewed on Mar 9, 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 $869 per person May 21 - May 25 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 9.6/10 Exceptional! (664 reviews) This hotel has a “Miami” vibe…excellent Asian Fusion restaurant on the top floor and two pool options. There is another great restaurant next door to the hotel, The Bay House. Parking is very easy at the hotel. The riverfront rooms we stayed in (the first one on the sixth floor under the kitchen was very noisy and they moved us to the seventh floor which was much quieter) were modern and had a nice balcony with a chairs and a table. We would definitely stay at this hotel again and look forward to trying their other properties. Reviewed on Mar 9, 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/2026-04-10/2026-04-17/?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 $596\. 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) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![LGBTQ+ Vacation Packages](https://forever.travel-assets.com/flex/flexmanager/images/2023/01/23/352703_320x320_32517_Miami_LGBTQ.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Vacations [](https://expedia.com/lp/theme-vacations/gay-friendly-vacations?rfrr=editorial.LGBTQ+_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations [](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click) ![Where to go when](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://www.expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to go when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ### Top Romantic Vacation Destinations > - [Romantic Vacations in Hawaii ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/213/Hawaii) > - [Romantic Vacations in Tennessee ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/244/Tennessee) > - [Romantic Vacations in Florida ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/211/Florida) > - [Romantic Vacations in Mexico ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/117/Mexico) > - [Romantic Vacations in Arizona ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/204/Arizona) > - [Romantic Vacations in Italy ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/86/Italy) > - [Romantic Vacations in the USA ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/201/United-States-Of-America) > - [Romantic Vacations in Costa Rica ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/42/Costa-Rica) > - [Romantic Vacations in California ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/206/California) > - [Romantic Vacations in New York ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/178293/New-York) > - [Romantic Vacations in Texas ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/245/Texas) > - [Romantic Vacations in San Diego ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/3073/San-Diego) > - [Romantic Vacations in the Florida Keys ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/6023765/Florida-Keys) > - [Romantic Vacations in Colorado ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/207/Colorado) > - [Romantic Vacations in Jamaica ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/88/Jamaica) > - [Romantic Vacations in the Bahamas ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/13/Bahamas) > - [Romantic Vacations in Chicago ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/178248/Chicago) > - [Romantic Vacations in the Caribbean ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/6022969/Caribbean) > - [Romantic Vacations in Alaska ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/203/Alaska) ## More Vacation Ideas [Flights to Keewaydin Island ](https://expedia.com/Cheap-Flights-To-Keewaydin-Island.d6337231.Travel-Guide-Flights)[ Keewaydin Island Hotels ](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.