Gasparilla Island Holidays

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Top hotels in Gasparilla Island

Boca Grande Hotel

Boca Grande Hotel

2.5 out of 5
5800 Gasparilla Road Boca Grande FL
Fully refundableReserve now, pay when you stay
The price is Rp3.148.075 per night from 5 Jul to 6 Jul
Rp3.148.075
Rp3.525.844 total
5 Jul - 6 Jul
includes taxes & fees
8.8/10 Excellent! (645 reviews)
"Enjoyed visit"

Reviewed on 2 Jun 2026

Boca Grande Hotel
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
5500 Sunseeker Way Punta Gorda FL
Fully refundableReserve now, pay when you stay
The price is Rp2.827.295 per night from 6 Jul to 7 Jul
Rp2.827.295
Rp4.073.217 total
6 Jul - 7 Jul
includes taxes & fees
9.2/10 Wonderful! (2,795 reviews)
"No floaters in the pool. It’s huge and plenty of room. Please consider changing this rule."

Reviewed on 11 Jun 2026

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

Tween Waters Island Resort & Spa

3 out of 5
15951 Captiva Drive Captiva FL
Fully refundableReserve now, pay when you stay
The price is Rp5.310.353 per night from 12 Jul to 13 Jul
Rp5.310.353
Rp6.550.658 total
12 Jul - 13 Jul
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
"Such a fun place and location"

Reviewed on 8 Jun 2026

Tween Waters Island Resort & Spa
See all 8,514 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.

Stay near popular Gasparilla Island attractions

Aerial view of Gasparilla Island State Park on Boca Grande, FL

Gasparilla Island State Park

4.7/5 (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.
See properties

Frequently asked questions

Can I cancel my flight booking to Gasparilla Island due to COVID-19?
Head to our helpful Customer Service Portal for information about making changes to your flight due to COVID-19. Also, look over the terms and conditions of the airline you're considering before booking your journey to Gasparilla Island.
What's the best way to find cheap flights to Gasparilla Island that have flexible change policies?
When it comes to flying these days, flexibility is a must. That's why we have a "No change fee" search function to help you find cheap, flexible fares to Gasparilla Island. It's near the top left of your screen directly below the "Flexible change policies" heading.
What are some of the general tips for travellers to Gasparilla Island during the COVID-19 outbreak?
COVID-19 has triggered big changes to how we travel. If you're flying to Gasparilla Island, these tips will help you navigate these new travelling challenges:
  • Investigate if any restrictions apply to both your destination and origin. You may not be able to travel depending on local circumstances, so make sure you check before you book.
  • Requirements state that you must wear a face mask throughout your travel experience, even at screening checkpoints. You should be prepared to lower your mask for ID purposes when asked by a TSA officer.
  • To decrease the risk of cross-contamination, position your boarding pass on the reader yourself and then hold it up for inspection. Do not hand your pass directly to a TSA agent.
  • You're allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your hand luggage. You'll have to remove it for X-ray screening.
  • Remove items from your pocket, such as your small change and phone, and place them in your carry-on rather than into bins. This will reduce handling during the screening process.
  • Separate any food you have for X-ray screening. Putting it in a clear plastic bag and into a bin reduces the need for a TSA officer to handle and inspect your belongings.

Which airlines fly to Gasparilla Island?
Delta operates flights into or near Gasparilla Island, including 460 that fly into Southwest Florida Intl. Airport (RSW) each month. Decide on your travel dates and then secure your seat early to score the best deal.
How can I find cheap tickets to Gasparilla Island?
One of the easiest ways to get your hands on cheap tickets to Gasparilla Island is to be flexible with your travel dates. Search for your flights, then click "flexible dates" at the top of your results. It'll bring up the cheapest prices for nearby days. The best price for a flight to Gasparilla Island in the last seven days was . Booking in advance will generally help you walk away with an even bigger bargain.
How much is a flight to Gasparilla Island?
You could have scored a return ticket to Gasparilla Island from anywhere between and in the last seven days. For one-way trips leaving from (), the lowest amount paid during this time was .
What are the most popular airports to fly into in Gasparilla Island?
The main entryway to Gasparilla Island, around 3044 flights taxi into Southwest Florida Intl. Airport (RSW) every month. Track down a great deal, book your seat and get set to discover this wonderful region.
When is the cheapest time to fly to Gasparilla Island?
If you'd rather spend your hard-earned holiday dollars experiencing Gasparilla Island rather than on getting there, jet off early in the week. The most cost-effective day to travel is generally Tuesday, with Monday a close second. With many folks travelling on the weekend, Saturday often has the most expensive airfares.
How much is a plane ticket to Gasparilla Island?
Airfares to Gasparilla Island varied from to in the last seven days. Typically, the sooner you make a reservation, the better the price.
What months are the cheapest to book a flight to Gasparilla Island?
To bag an awesome deal to Gasparilla Island, book during the month of February when airfares are at their cheapest. What time of year is expensive? In the United States, it's December.
Which airlines with flights to Gasparilla Island employ COVID-19 cleanliness policies?
In order to minimize contact between travellers and cabin crew during the global COVID-19 pandemic, many airlines have taken physical distancing and other preventive measures to the skies. An example of these are:
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

How long is a flight to Gasparilla Island?
Whether or not you'll have time to watch your favourite TV series from start to finish depends on where you're setting off from. To give you some idea of what to expect, here are the average flight times for some top domestic routes to Gasparilla Island:
  • Chicago, IL Airport (ORD-O'Hare Intl.) to Southwest Florida Intl. Airport (RSW) - 2 hours and 52 minutes
  • Atlanta, GA Airport (ATL-Hartsfield-Jackson Atlanta Intl.) to Southwest Florida Intl. Airport (RSW) - 1 hour and 45 minutes
  • Dallas, TX Airport (DFW-Dallas-Fort Worth Intl.) to Southwest Florida Intl. Airport (RSW) - 2 hours and 39 minutes

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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.