Title: Keewaydin Island Vacation Packages 2026 from $481 | Expedia.com [Keewaydin Island Travel Guide](https://expedia.com/Keewaydin-Island.dx6337231)[Hotels in Keewaydin Island](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)[Flights to Keewaydin Island](https://expedia.com/Cheap-Flights-To-Keewaydin-Island.d6337231.Travel-Guide-Flights)[Car Rentals in Keewaydin Island](https://expedia.com/Car-Rentals-In-Keewaydin-Island.d6337231.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6337231/0b8ef5b6-2083-4cdb-97c8-d4b5fcbc1cee.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Keewaydin Island Vacations from $481 ## Book a 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 ## The Latest Keewaydin Island vacation packages Price found within the past 48 hours. Click for updated prices. ![Innovation Hotel](https://images.trvl-media.com/lodging/83000000/82990000/82988300/82988281/61b55ef1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Innovation Hotel Save 100% on your flight $481 per person Apr 12 - Apr 16 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 9.8/10 Exceptional! (527 reviews) A great place to stay. Very clean. Very professionally run. Great breakfast options included. Incredible work out facility. I’d highly recommend Innovation Reviewed on Jan 3, 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 $926 per person Apr 25 - May 2 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Fort Myers (RSW) 8.4/10 Very Good! (1,005 reviews) Nice room and perfect location Reviewed on Feb 1, 2026 ![Matanzas Inn Bayside Resort and Marina](https://images.trvl-media.com/lodging/3000000/2670000/2665100/2665085/fc463bf9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Matanzas Inn Bayside Resort and Marina Save 100% on your flight $697 per person Apr 22 - Apr 26 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 9.2/10 Wonderful! (1,001 reviews) Very clean room with great view of estuary. Friendly staff. The only downside was that we were charged a $25 per day resort fee we were not expecting Reviewed on Feb 7, 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 $543 per person May 1 - May 4 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 9.6/10 Exceptional! (477 reviews) yes everything was amazing! Reviewed on Feb 3, 2026 ![Southseas ](https://images.trvl-media.com/lodging/93000000/92010000/92005500/92005401/ce7715fd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Southseas $2,617 per person Mar 11 - Mar 18 found 4 hours ago Roundtrip flight included Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW) No 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/2026-03-08/2026-03-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=APF&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### Discover the most popular places to visit in Keewaydin Island ![Vanderbilt beach in Naples, Florida](https://images.trvl-media.com/place/553248621532652404/2e032eea-d142-4ae9-80c9-a10de88f17a7.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Vanderbilt Beach If a restful vacation is part of your travel plans, Vanderbilt Beach might be the perfect place to seek out during your trip to North Naples. [](https://expedia.com/Vanderbilt-Beach-Vanderbilt-Beach.d553248621532652404.Vacation-Attraction) ![5th Avenue Shopping District which includes markets, street scenes and a city](https://images.trvl-media.com/place/6337227/652d7a23-0ecb-418a-b7cc-95f00eef6cc8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Fifth Avenue South Enjoy many happy hours exploring the variety of shops, dining options and cultural attractions of this popular shopping district in Naples, Florida. [](https://expedia.com/Fifth-Avenue-South-Old-Naples.d6337227.Vacation-Attraction) ![Pristine and idyllic beach at sunset in a bright day, Naples, Florida, USA](https://images.trvl-media.com/place/553248621565061337/c3e350a9-2166-42a1-bc09-fe8d70fa80a9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Naples Beach Why not spend a carefree afternoon at Naples Beach during your travels in Naples? Stroll along the seaside or visit the shops while you're in the area. [](https://expedia.com/Naples-Beach-West-Naples.d553248621565061337.Vacation-Attraction) ### What to do in Keewaydin Island ![SEAS The Day with Pure Florida](https://mediaim.expedia.com/localexpert/1343716/f21f40c9-c549-4450-bd62-ddee3f6b0cb6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Naples Sightseeing Boat Tour $66 per adult **98%** of travellers recommend [](https://expedia.com/things-to-do/naples-sightseeing-boat-tour.a1343716.activity-details) ![Sunset Tour in Naples Bay on a New Godfrey- All included](https://mediaim.expedia.com/localexpert/47475252/8b9602e8-5f50-4f61-8c20-a11a2d62171d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Naples Sunset Cruise - Complimentary Charcuterie and wine $110 per adult **100%** of travellers recommend [](https://expedia.com/things-to-do/naples-sunset-cruise-complimentary-charcuterie-and-wine.a47475252.activity-details) ![Wild Dolphin Boat Tour](https://mediaim.expedia.com/localexpert/48093797/4cb49939-0fd0-4f3f-a989-1bc6a78b37f8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Best of Marco Dolphin Tour $100 per adult [](https://expedia.com/things-to-do/best-of-marco-dolphin-tour.a48093797.activity-details) [See all activities in Keewaydin Island](https://expedia.com/things-to-do/search?rid=6337231) ## Keewaydin Island Hotel Deals ![Marco Beach Ocean Suites](https://images.trvl-media.com/lodging/93000000/92930000/92927500/92927422/eeea5841_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Marco Beach Ocean Suites 480 S Collier Blvd Marco Island FL $436 nightly $484 total Feb 9 - Feb 10 Total with taxes and fees 8.8/10 Excellent! (1,190 reviews) The room was very clean& well supplied with all that we needed, I did not give it a 5 star because we had no patio or balcony to sit on because the area where are room was located was under constriction until APRIL. That was not listed in our rental description. Reviewed on Feb 3, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F9%2F2026&endDate=2%2F10%2F2026&selected=92927422&PinnedHotelID=92927422&HadPinnedHotel=true®ionId=6337231) ![The Perry Hotel Naples](https://images.trvl-media.com/lodging/103000000/102390000/102386400/102386398/0ad2742c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Perry Hotel Naples 12155 Tamiami Trail N Naples FL Fully refundableReserve now, pay when you stay $338 nightly $376 total Feb 9 - Feb 10 Total with taxes and fees 9.4/10 Exceptional! (615 reviews) yes everything was amazing! Reviewed on Feb 3, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F9%2F2026&endDate=2%2F10%2F2026&selected=102386398&PinnedHotelID=102386398&HadPinnedHotel=true®ionId=6337231) ![Naples Grande Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/15900/15898/65da812e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Naples Grande Beach Resort 475 Seagate Drive Naples FL Fully refundable $563 nightly $624 total Feb 9 - Feb 10 Total with taxes and fees 8.8/10 Excellent! (2,024 reviews) Th staff is fast, friendly, and efficient. The rooms are very da Reviewed on Jan 30, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F9%2F2026&endDate=2%2F10%2F2026&selected=15898&PinnedHotelID=15898&HadPinnedHotel=true®ionId=6337231) [See all 10,807 properties in Keewaydin Island](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F9%2F2026&endDate=2%2F10%2F2026®ionId=6337231) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ## Find the Best Keewaydin Island Vacation Packages ### Things to do near Keewaydin Island Keewaydin Island offers a perfect escape for beach lovers and adventure seekers alike. Visitors can enjoy a variety of activities such as beach excursions, wildlife tours, and the exciting Keewaydin Tiki Boat Island Adventure. With its beautiful recreational areas and centers, the island is ideal for day trips and relaxing beach vacations, ensuring a memorable outdoor experience for everyone. **Shopping** For a great shopping experience near Keewaydin Island, visit [Tin City](https://www.expedia.com/Tin-City-Old-Naples.d6128102.Vacation-Attraction), just 5 miles away, offering entertainment and family vibes. The [Naples Outlet Center](https://www.expedia.com/Naples-Outlet-Center-Naples.d6327294.Vacation-Attraction), 6 miles away, features various shops and dining. Lastly, explore [Village on Venetian Bay](https://www.expedia.com/Village-On-Venetian-Bay-Park-Shore.d6201730.Vacation-Attraction), 9 miles away, known for its charming atmosphere and unique finds. **Recreation** Relax at [East Naples Community Park](https://www.expedia.com/East-Naples-Community-Park-East-Naples.d682878048706396160.Vacation-Attraction), where you can enjoy serene walking trails and tranquil picnic areas. For sports enthusiasts, [TPC Treviso Bay](https://www.expedia.com/TPC-Treviso-Bay-Naples.d6327394.Vacation-Attraction) offers a stunning golf experience surrounded by nature. Alternatively, indulge in luxury at [Mustang Course - Lely Resort](https://www.expedia.com/Mustang-Course-Lely-Resort-Naples.d553248621561884695.Vacation-Attraction), a private club perfect for unwinding in style. **Adventure** Experience the thrill of the ocean at [Sanibel Sea School](https://www.expedia.com/Sanibel-Sea-School-East-End.d553248621533115713.Vacation-Attraction), located 30 miles from Keewaydin Island, where you can explore underwater sports. For family fun, visit [Beach Bowl](https://www.expedia.com/Beach-Bowl-Fort-Myers-Beach.d553248621532652471.Vacation-Attraction), also 30 miles away, featuring arcade adventures. Don’t miss Marco Island Ski & Watersports, just 10 miles away, offering exciting water sports. **Nightlife** Keewaydin Island offers a laid-back nightlife with beach bonfires and sunset views. Enjoy cocktails at local beach bars, or join a sunset cruise for stunning vistas. For a relaxed vibe, gather around fire pits under the stars and soak in the island's tranquil charm. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Find the best attractions near Keewaydin Island Keewaydin Island, Florida, is a paradise for beach lovers and outdoor adventurers. This idyllic destination offers pristine beaches, scenic marinas, and vibrant local culture. Visitors can explore various attractions, enjoy island vacation packages, and take in the diverse wildlife. Whether you're seeking relaxation or adventure, Keewaydin Island provides an unforgettable experience with its beautiful amenities and outdoor activities, making it a perfect spot for your next getaway. - **[Naples Beach: ](https://www.expedia.com/Naples-Beach-West-Naples.d553248621565061337.Vacation-Attraction)** Located 4 miles from Keewaydin Island, Naples Beach offers a pristine stretch of white sand and warm Gulf waters. The beach vibe is perfect for relaxation, sunbathing, and enjoying water activities like swimming and paddleboarding. The stunning sunsets here are a must-see. - **[Fifth Avenue South: ](https://www.expedia.com/Fifth-Avenue-South-Old-Naples.d6337227.Vacation-Attraction)** About 5 miles away, Fifth Avenue South is the heart of Naples’ city life, lined with upscale shops, art galleries, and gourmet restaurants. This vibrant street atmosphere is perfect for strolling, dining, and indulging in local culture. - **[Naples Pier: ](https://www.expedia.com/Naples-Pier-Old-Naples.d6068669.Vacation-Attraction)** Situated 4 miles from Keewaydin Island, Naples Pier is ideal for fishing, dolphin watching, or simply enjoying the scenic views. The pier's excursions vibe invites visitors to take leisurely walks and soak in the ocean breeze. ### Best time to go to Keewaydin Island The best time to visit Keewaydin Island, Naples is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with no rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 65.7°F (18.7°C) | No Rain | Mostly Sunny | Average | Average | | February | 68.2°F (20.1°C) | No Rain | Sunny | Average | Slightly High | | March | 70.3°F (21.3°C) | No Rain | Sunny | Slightly High | Slightly High | | April | 75.4°F (24.1°C) | No Rain | Sunny | Slightly High | Slightly High | | May | 78.8°F (26.0°C) | Light Rain | Mostly Sunny | Average | Average | | June | 82.2°F (27.9°C) | Light Rain | Mostly Sunny | Slightly High | Average | | July | 83.7°F (28.7°C) | Light Rain | Mostly Sunny | Average | Average | | August | 84.0°F (28.9°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | September | 82.4°F (28.0°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | October | 78.6°F (25.9°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | November | 73.0°F (22.8°C) | No Rain | Mostly Sunny | Slightly Low | Average | | December | 69.3°F (20.7°C) | No Rain | Mostly Sunny | Average | Average | ### Tips to save on your trip to Keewaydin Island - Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings. - Consider traveling during the off-peak season (typically August to October) for more affordable package holidays to Keewaydin Island. - Use the *Price per traveler* filter on Expedia to find a package deal that suits your budget. - Check the *VIP Access properties* filter to discover outstanding hotels with added member perks at select properties. ## Keewaydin Island Essential Information | Language | English | | --------------- | ------------------------------------- | | Currency | U.S dollars | | Closest Airport | Southwest Florida Intl. 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