Little Gasparilla Island Vacation Packages

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Top Little Gasparilla Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $1,385, price is now CA $856 per person
CA $856
per person
Jul 3 - Jul 7
found 22 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9.4/10 Exceptional! (776 reviews)
Food was great, two pools (family and adults only) the room was clean which is extremely important and a great view

Reviewed on May 7, 2026

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Price was CA $2,333, price is now CA $1,354 per person
CA $1,354
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (1,001 reviews)
Nice, high end facility with friendly staff. Check in was easy, check out was easy, going to the beach was easy… very relaxing stay.

Reviewed on May 4, 2026

Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay

3 out of 5
South Island
Price was CA $2,019, price is now CA $1,378 per person
CA $1,378
per person
Jul 20 - Jul 27
found 9 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
10/10 Exceptional! (1 review)
Hurricane Ian decimated the area but the residents are working hard to bring it back to its glory days. This resort has undergone an amazing renovation and they are doing more and more every day. Their new pool and Jacuzzi is stunning. The location is perfect. The staff is wonderful!

Reviewed on Apr 29, 2026

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Price was CA $1,810, price is now CA $1,239 per person
CA $1,239
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
8.6/10 Excellent! (1,003 reviews)
View from room was amazing.

Reviewed on May 7, 2026

The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Punta Gorda Isles
Price was CA $1,257, price is now CA $902 per person
CA $902
per person
Jul 3 - Jul 7
found 22 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9.8/10 Exceptional! (1,192 reviews)
place was immaculate beds for super comfy

Reviewed on May 5, 2026

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Little Gasparilla Island Hotel Deals

TEMPORARY CLOSED BECAUSE HURRICANE MILTON SEVERE DAMAGE

TEMPORARY CLOSED BECAUSE HURRICANE MILTON SEVERE DAMAGE

Placida FL
9/10 Wonderful! (40 reviews)
Island life
Great place to unplug and wash off some of the monotony life. Exploring the island is a great retreat for those that truly want to "unplug" This house is modern and has neat features such as steam shower and sauna. The 2nd bedroom could use repairs from water damage the shower has caused. Hopefully ...

Reviewed on Jul 4, 2024

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TEMPORARY CLOSED BECAUSE HURRICANE MILTON SEVERE DAMAGE
Salty Mermaid on Little Gasparilla Island! Come get salty!

Salty Mermaid on Little Gasparilla Island! Come get salty!

Placida FL
10/10 Exceptional! (9 reviews)
Me and my sisters had a wonderful time. The house was beautiful and clean. It was a peaceful relaxing stay. We would get up every morning before sunrise and walk to the beach. There were plenty of towels, toilet paper, trash bags and paper towels. The kitchen had plenty of oils and spices for cooking. ...

Reviewed on May 1, 2026

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Salty Mermaid on Little Gasparilla Island! Come get salty!
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
The price is CA $276 per night from May 30 to May 31
CA $276
CA $377 total
May 30 - May 31
includes taxes & fees
9.2/10 Wonderful! (2,577 reviews)
Pools are amazing

Reviewed on May 9, 2026

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
See all 6,236 properties in Little 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 Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations
Family Vacations

Discover the most popular places to visit in Little Gasparilla Island

Don Pedro Island State Park

Commune with nature and explore the great outdoors at Don Pedro Island State Park during your travels in Placida. Wander the beautiful beaches in this relaxing area.

Don Pedro Island State Park

Gasparilla Marina

Explore the waterfront in Placida with a trip to Gasparilla Marina. Wander the beautiful beaches in this family-friendly area.

Gasparilla Marina

What to do in Little Gasparilla Island

Wild dolphins on Charlotte Harbor!

Charlotte Harbor: Dolphin Discovery Day Cruise

CA $81
per adult
Charlotte Harbor: Dolphin Discovery Day Cruise
Sunset Tiki Boat Cruise

Sunset Tiki Boat Cruise (BYOB)

CA $95
per adult
Sunset Tiki Boat Cruise (BYOB)
See all activities in Little Gasparilla Island

Frequently asked questions

Can I cancel my flight booking to Little Gasparilla Island due to COVID-19?
Head to our helpful Customer Service Portal for details about making changes to your flight because of COVID-19. Make sure you also look over the terms and conditions of your chosen airline before you book your seat.
What's the best way to find cheap flights to Little Gasparilla Island that have flexible change policies?
It's as easy as counting to three with Expedia. Step 1: Type in your travel dates and click on "Search." Next step? Check "No change fee" directly below the "Flexible change policies" heading on the top left of your screen. Step 3. Score a cheap and flexible flight to Little Gasparilla Island.
What are some of the general tips for travelers to Little Gasparilla Island during the COVID-19 outbreak?
COVID-19 has changed the world in all sorts of ways, including how we're able to travel safely. The following tips will help you navigate the new challenges and prepare you for your journey to Little Gasparilla Island:
  • Research if any travel restrictions apply to your destination and origin before booking your flight. Also check if there are any special conditions you'll need to follow on arrival, such as proof of a negative COVID-19 test.
  • When you go through airport checkpoints, keep your face mask on. You will be required to briefly lower it for ID purposes. Anyone refusing to wear a mask may be denied entry or boarding.
  • You're no longer required to hand your boarding pass directly to a TSA employee. Rather, you should position the pass on the scanner and then hold it up for inspection.
  • TSA is now permitting passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on luggage. This will need to be removed from your bag at the X-ray machine for screening.
  • To minimize handling during screening, place items such as your loose change and phone into your carry-on instead of the bins.
  • Separate any food you have for screening. Food items often trigger the alarm. Putting them in a clear plastic bag and into a bin reduces the need for a TSA employee to handle and inspect your belongings.

Which airlines fly to Little Gasparilla Island?
Delta runs flights into or near Little Gasparilla Island, including 460 that travel to Southwest Florida Intl. Airport (RSW) each month. Pick your travel dates and then book your seat early for an awesome deal.
How can I find cheap tickets to Little Gasparilla Island?
To nab a terrific deal to Little Gasparilla Island, book ahead of time. Also consider using Expedia's "flexible dates" link at the top of your search results. This will compare prices for the days around your travel dates. In the last seven days, was the lowest price for a flight to Little Gasparilla Island.
How much is a flight to Little Gasparilla Island?
In the last seven days, round-trip flights to Little Gasparilla Island sold for as low as and reached a maximum cost of . For one-way trips out of (), the lowest amount paid during this same period was .
What are the most popular airports to fly into in Little Gasparilla Island?
Start arranging your Little Gasparilla Island journey by booking a fare on one of the 3044 flights each month to Southwest Florida Intl. Airport (RSW). This is the region's principal gateway.
When is the cheapest time to fly to Little Gasparilla Island?
If you'd rather spend your hard-earned vacation dollars experiencing Little Gasparilla Island rather than on flying there, leave early in the week. The most economical day to fly is generally Tuesday, with Monday close behind. With many folks traveling over the weekend, Saturday tends to have the costliest fares.
How much is a plane ticket to Little Gasparilla Island?
In the last seven days, journeys to Little Gasparilla Island cost between and . Prices depend on the time of departure, carrier, cabin class and when the fare is booked.
Which airlines with flights to Little Gasparilla Island employ COVID-19 cleanliness policies?
In response to the current pandemic, airlines have adopted enhanced measures and standards to help their passengers and staff fly with confidence. Some of these carriers include:
  • 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.

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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.