Gasparilla Island Holidays

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Gasparilla Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Southwest Florida Intl. Airport (RSW)

Top hotels in Gasparilla Island

Boca Grande Hotel

Boca Grande Hotel

5800 Gasparilla Road Boca Grande FL
Fully refundableReserve now, pay when you stay
£94
8 Sept - 9 Sept
includes taxes & fees
Boca Grande Hotel
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

5500 Sunseeker Way Punta Gorda FL
Fully refundableReserve now, pay when you stay
£155
21 Sept - 22 Sept
includes taxes & fees
9.2/10 Wonderful! (3,276 reviews)
"I was not happy with the self parking situation, had to valet when no spaces available. Also not happy with the no cash policy!!"

Reviewed on 27 Aug 2026

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

15951 Captiva Drive Captiva FL
£255
28 Aug - 29 Aug
includes taxes & fees
Tween Waters Island Resort & Spa
See all 8,497 properties in Gasparilla Island
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.
All Inclusive Holidays
All Inclusive Holidays
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Beach Holidays
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Family Friendly Holidays
Golf Holidays
Golf Holidays
Luxury Holidays
Luxury Holidays
gay friendly holidays
LGBTQ+ Holidays
LGBTQ+ Holidays
Romantic Holidays
Romantic Holidays
Ski Holidays
Ski Holidays
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Pet Friendly Holidays
Holiday in Month
Where to go when
Where to go when

Stay near popular Gasparilla Island attractions

An aerial view of a coastal resort with a beach, water bodies, and a golf course.

Gasparilla Island State Park

9.4/10 (93 reviews)
Wander Gasparilla Island State Park's pristine shores and historic 1890 lighthouse. Spot dolphins from the beach or explore the lighthouse museum during winter's prime shelling season.
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A coastal building with a lighthouse on top, surrounded by sand and palm trees.
Photo by Rick Bucchino

Boca Grande Beaches

9.4/10 (59 reviews)
Boca Grande Beaches offer pristine white sands and turquoise waters away from tourist crowds. Spend a day shelling along the shoreline or exploring the nearby historic lighthouse on Gasparilla Island.
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A sandy beach with a lighthouse and palm trees.

Boca Grande Lighthouse Museum

9.4/10 (33 reviews)
This 1890 lighthouse, the oldest structure on Gasparilla Island, houses a maritime museum with local artefacts. Explore exhibits on Calusa Native Americans while enjoying spectacular Gulf of Mexico views.
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Whidden's Marina

9.6/10 (12 reviews)
This 1926 marina captures the vintage charm of Gasparilla Island with its small maritime museum and historic atmosphere. Experienced captains offer access to legendary tarpon fishing grounds during the spring migration.
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Boca Grande Historical Society and Museum

9.2/10 (12 reviews)
This intimate museum chronicles Gasparilla Island's transformation from phosphate hub to coastal haven through artefacts and photographs. Explore the recreated 1940s home showcasing Boca Grande's rich maritime heritage.
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Our Lady of Mercy Catholic Church

7.6/10 (5 reviews)
This intimate Catholic church in Boca Grande offers a peaceful sanctuary for prayer and reflection. Join the welcoming parish community for morning Mass or spend quiet moments in its serene setting.
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St Andrews Episcopal Church

7.0/10 (4 reviews)
This historic church in Boca Grande offers spiritual refuge amid lush Florida greenery. Explore the serene Memorial Garden with its full-sized labyrinth after attending the welcoming Sunday morning service.
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Lighthouse United Methodist Church

8.8/10 (3 reviews)
This welcoming Methodist church serves as a spiritual anchor for the Boca Grande community. Visitors can experience its warmest embrace during the popular Christmas Eve candlelight service.
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Frequently asked questions

Why should I book my Gasparilla Island holiday with Expedia?
With excellent-value flights, car hire and accommodation choices all in the same place, Expedia makes arranging your Gasparilla Island getaway a piece of cake. Plus, we can help you bundle your bookings into a package holiday so you can enjoy even more savings. Pick from fantastic escapes, add your flights and/or a car hire (and maybe also some exciting tours and activities!) and land unbeatable prices. Want to change your plans? Expedia has a flexible cancellation policy for many reservations. To find out more, visit our Customer Service Portal link.
When is the best time of year to holiday in Gasparilla Island?
To enjoy the energy of peak season, take off in January, May and November. February, October and December are generally quieter and a smart idea if you want to get away from the crowds. Organise your getaway to Gasparilla Island based on what type of holiday you're looking for. January is the coolest time of year, when average daytime temperatures are 18ºC. In July, the warmest period, you'll experience temperatures of around 29ºC during the day.
What are the top hotels for my holiday in Gasparilla Island?
Get your holiday off to a good start by booking a stay at Sundown 17 2 Bedroom Villa by RedAwning. It's one of the most sought-after properties for those wanting to be near Gasparilla Island. Another welcoming option close by is Seagrape Colony 10 3 Bedroom Home by RedAwning.
How do I get a cheap holiday to Gasparilla Island?
Bundle your flight and hotel bookings, add on extras such as a hire car or activities, and save with a Gasparilla Island holiday. You won't just land exciting discounts on your escape — you'll have lots of choice at your fingertips too. When you book with Expedia, you'll have your pick of over 400 partner airlines and 321,000 hotels across the globe. Your unforgettable holiday begins right here, right now! Learn more about how you can save money on your holiday when you book a flight and hotel together with Expedia.
What should I do on my Gasparilla Island holiday?
With popular attractions like Gasparilla Island State Park and Boca Grande Beaches, a holiday in Gasparilla Island promises plenty of fun places to visit. Uncle Henrys Marina and ​Boca Grande Marina are two other sights also worth checking out.
What is the best area to stay in when on holiday in Gasparilla Island?
There's lots to explore in Gasparilla Island, so stay close to its attractions and spend more time sightseeing. Gasparilla Island State Park is one place to add to your itinerary.
Do I need a visa for my Gasparilla Island holiday?
Official government websites are the best source of information on visa requirements, application procedures and any supporting documentation. Your nationality and the reason for your visit, whether it be for work or pleasure, will determine if you'll need a visa for Gasparilla Island. Also ensure your passport is up to date and has a minimum of six months validity remaining after your intended return date. Do all your travel planning ahead of time to avoid any nasty last-minute surprises.
What should I wear on my Gasparilla Island holiday?
Do some research into the types of things people in Gasparilla Island wear, and maybe even look up style blogs for some fashion tips. Whatever your look, try to create a versatile wardrobe full of pieces that work for your destination and show off your personal style.
What does an Expedia Gasparilla Island holiday include?
Select from a combination of hotels, hire cars and flights. Once you've made your booking, add the fun stuff like activities and experiences. Want to pick your fare class? That's also easy to do. The choice is all yours when it comes to organising your dream Gasparilla Island getaway. Expedia has a wide selection of properties in Gasparilla Island, giving you the flexibility to tailor your escape. Private holiday homes and condos are two of the most in-demand stays for visitors here.
Does Expedia offer Book Now, Pay Later Gasparilla Island holidays?
Yes. Expedia has joined forces with online lender Klarna to help you conveniently pay for your trip in manageable instalments. Simply pick the payment plan best suited to your needs during the checkout process and take away the stress of budgeting for your trip. Don't forget to bundle your accommodation, flights and activities with Expedia to get the biggest bang for your buck. Consider these flexible payment options below:
  • Pay monthly holidays: If paying bite-sized amounts each month sounds right for you, Klarna offers just that! Paying in multiple instalments will make that dream getaway possible.
  • No-deposit holidays: When you want to jump on an awesome deal but your budget doesn't quite cover it yet, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to secure your getaway.
Can I choose my airline with a Gasparilla Island Expedia holiday?
With a holiday package, the choice is in your hands. Whether you're hoping to fly to Gasparilla Island in business or coach, simply choose from the available airline options. Expedia has access to more than 400 partner airlines globally.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.