Gasparilla Island Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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

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 S$224 per night from 28 Jun to 29 Jun
S$224
28 Jun - 29 Jun
includes taxes & fees
8.8/10 Excellent! (648 reviews)
"Last minute booking and was a great room they were friendly at checking and was checked in very quickly I would definitely stay here again"

Reviewed on 21 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 S$263 per night from 6 Jul to 7 Jul
S$263
6 Jul - 7 Jul
includes taxes & fees
9.2/10 Wonderful! (2,850 reviews)
"The staff the room the food everything and everyone was amazing I will comeback again"

Reviewed on 21 Jun, 2026

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Days Inn by Wyndham Port Charlotte/Punta Gorda

Days Inn by Wyndham Port Charlotte/Punta Gorda

3 out of 5
1941 Tamiami Trl Port Charlotte FL
Fully refundableReserve now, pay when you stay
The price is S$106 per night from 28 Jun to 29 Jun
S$106
28 Jun - 29 Jun
includes taxes & fees
7.8/10 Good! (1,000 reviews)
"The breakfast was subpar. The cereal tasted as if it was stale and left out for weeks. The bathroom was disgusting, holes in the wall with a shower curtain that couldn't close due to the curtain rod having been somewhat ripped from the wall itself. Also there were spiders in the bedroom and the room ..."

Reviewed on 11 Jun, 2026

Days Inn by Wyndham Port Charlotte/Punta Gorda
See all 8,548 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.

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.
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.

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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.