
Pine Island Holidays
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- Plan, book, travel with confidence
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- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Your Pine Island Holiday
When adventure calls, answer it with a customised holiday package to Pine Island. Wherever your travels take you and whatever you have planned, prepare to experience a destination that'll make you feel alive. A trip to Pine Island offers so much to see and do. Not sure where to kick off your itinerary? Saint James City is a popular place to stay here. Quit dreaming and get packing, because your Pine Island holiday is just a few clicks away with Expedia.
Pine Island Holiday
Pine Island Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Southwest Florida Intl. Airport (RSW) |
Top Sights | Calusa Heritage Trail, Museum of the Islands and Useppa Museum |
Our pick of the best Pine Island Hotel Deals

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
5500 Sunseeker Way Punta Gorda FL
Fully refundableReserve now, pay when you stay
AU$295
30 Aug - 31 Aug
includes taxes & fees
9.2/10 Wonderful! (3,262 reviews)
"K"
Reviewed on 24 Aug 2026

Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
AU$327
2 Sept - 3 Sept
includes taxes & fees

Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
AU$240
30 Aug - 31 Aug
includes taxes & fees
8.8/10 Excellent! (1,947 reviews)
"It was terrible in general, horrible food at restaurants, The building smelled like Marihuana all over, terrible environment for kids."
Reviewed on 24 Aug 2026
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.
Stay near popular Pine Island attractions
Useppa Museum
This intimate island museum chronicles Useppa's evolution from Native American settlement to exclusive retreat. Explore artefacts spanning 10,000 years and discover the island's fascinating WWII history.
Museum of the Islands
Step into Pine Island's past at MOTI, housed in the island's first public library. Marvel at local artefacts and the unique manatee skeleton with heart-shaped spine bones.
Goodwins Island
This pristine, uninhabited island near Bokeelia offers a glimpse into Florida's untouched coastal ecosystems. Explore by private boat for excellent birdwatching opportunities in the serene Pine Island Sound.
Phillips Community Park
Phillips Community Park in Bokeelia, Florida offers lighted tennis courts, baseball fields, and a swimming pool. Enjoy family picnics under the pavilion or let children play in this relaxed recreational space.
Koucky Gardens & Gallery
This artisan studio showcases handcrafted pottery and woodwork in a tropical garden setting. Visit during the monthly Potters' Guild Show to watch live demonstrations and meet local artists.
Calusa Heritage Trail
10.0/10 (1 review)
Walk ancient Calusa shell mounds and canals on this archaeological trail. Climb to observation platforms for panoramic views of this 1,500-year-old indigenous civilization's remarkable engineering remains.
What to do in Pine Island
Frequently asked questions
How much does a Pine Island holiday package cost?
Starting from only , a holiday package is your ticket to affordable travel. Custom make your Pine Island trip by picking from our huge range of airfares, hotels and rental cars.
How do I get a cheap travel package to Pine Island?
Browse and lock in everything in the one place with our Pine Island holiday packages. You'll discover bargains on flights, hotels, tours and more that'll keep your bank account happy and adventurous side satisfied. And, with more than 550 partner airlines and 1 000 000 hotel options worldwide to pick from, there are endless opportunities to mix and match your own way.
What are the top hotels in Pine Island?
For hotels in Saint James City with comfy beds and friendly service, check out Days Inn & Suites by Wyndham Fort Myers Near JetBlue Park and Best Western Fort Myers Inn & Suites. If you're stopping by Bokeelia as well, you can look forward to a solid night's sleep at Trianon Bonita Bay or Sanibel Island Beach Resort.
How far in advance should I book my Pine Island holiday?
While prices change from time to time, we generally suggest booking your flight as early as possible. Many international fares are available on Expedia up to 12 months in advance. If you're booking late, you might still be in luck. Discount prices to Pine Island occasionally appear just weeks before departure.
What does an Expedia Pine Island travel package include?
Packages include flights, rental cars and hotels, but you can combine any of them to create your dream Pine Island holiday. You can also add on experiences and activities once you've made your booking. You're in control! When you bundle your bookings with Expedia, you'll enjoy discounts you won't find elsewhere.
What should I know before booking a Pine Island travel package?
Bundling your bookings into a Pine Island holiday package is the most convenient way to organise your trip. Not only that, you'll save big just for combining your flights, hotels and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with a Pine Island Expedia holiday package?
Expedia offers access to more than 550 airline partners worldwide, so you definitely can. Just choose the airline you want and create your ideal Pine Island holiday.
If I'm not able to travel, can I cancel my Pine Island holiday package?
We totally understand that life sometimes gets in the way of your plans. If you've locked in a Pine Island holiday package and have to change or cancel it, we can help. We suggest looking up our Customer Service Portal first for information. But generally, if you've taken out your package in the last 24 hours, you may be able to change your itinerary for free. If it's been more than 24 hours, your hotel, airline or car rental company may impose a fee.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.












