Keewaydin Island Vacations from $296

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The Latest Keewaydin Island vacation packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Fort Myers/at The Forum
Matanzas Inn Bayside Resort and Marina
Hilton Garden Inn Ft Myers
Tween Waters Island Resort & Spa
Hyatt Vacation Club at Coconut Cove, Bonita Springs
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Discover the most popular places to visit in Keewaydin Island

What to do in Keewaydin Island

Keewaydin Island Hotel Deals

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive Naples FL
Fully refundable
$512 nightly
The price is $569 total per night from Jan 19 to Jan 20
$569 total
Jan 19 - Jan 20
Total with taxes and fees
8.8/10 Excellent! (2,003 reviews)
The Signature King Suite was wonderful! Spacious with an amazing view, 2 mini fridges, and a super comfy bed. Beach, pool, and service were excellent. Would definitely recommend this property!!

Reviewed on Jan 6, 2026

Naples Grande Beach Resort
Fairways Inn of Naples

Fairways Inn of Naples

3 out of 5
103 Palm River Blvd Naples FL
Fully refundableReserve now, pay when you stay
$148 nightly
The price is $164 total per night from Jan 14 to Jan 15
$164 total
Jan 14 - Jan 15
Total with taxes and fees
9.4/10 Exceptional! (1,155 reviews)
Quiet place with a lovely backyard.

Reviewed on Jan 6, 2026

Fairways Inn of Naples
Inn on Fifth

Inn on Fifth

4 out of 5
699 5th Ave S Naples FL
Fully refundableReserve now, pay when you stay
$716 nightly
The price is $795 total per night from Jan 19 to Jan 20
$795 total
Jan 19 - Jan 20
Total with taxes and fees
9.2/10 Wonderful! (1,006 reviews)
Restaurants and shopping all within walking distance!

Reviewed on Jan 5, 2026

Inn on Fifth
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, just 5 miles away, offering entertainment and family vibes. The Naples Outlet Center, 6 miles away, features various shops and dining. Lastly, explore Village on Venetian Bay, 9 miles away, known for its charming atmosphere and unique finds.

Recreation

Relax at East Naples Community Park, where you can enjoy serene walking trails and tranquil picnic areas. For sports enthusiasts, TPC Treviso Bay offers a stunning golf experience surrounded by nature. Alternatively, indulge in luxury at Mustang Course - Lely Resort, a private club perfect for unwinding in style.

Adventure

Experience the thrill of the ocean at Sanibel Sea School, located 30 miles from Keewaydin Island, where you can explore underwater sports. For family fun, visit Beach Bowl, 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: 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: 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: 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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January65.7°F (18.7°C)No RainMostly SunnyAverageAverage
February68.2°F (20.1°C)No RainSunnyAverageSlightly High
March70.3°F (21.3°C)No RainSunnySlightly HighSlightly High
April75.4°F (24.1°C)No RainSunnySlightly HighSlightly High
May78.8°F (26.0°C)Light RainMostly SunnyAverageAverage
June82.2°F (27.9°C)Light RainMostly SunnySlightly HighAverage
July83.7°F (28.7°C)Light RainMostly SunnyAverageAverage
August84.0°F (28.9°C)Light RainMostly SunnySlightly LowSlightly Low
September82.4°F (28.0°C)Light RainMostly SunnyAverageSlightly Low
October78.6°F (25.9°C)Light RainMostly SunnySlightly LowSlightly Low
November73.0°F (22.8°C)No RainMostly SunnySlightly LowAverage
December69.3°F (20.7°C)No RainMostly SunnyAverageAverage

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. Airport (RSW)

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