Little Gasparilla Island Trip

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Top Little Gasparilla Island Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Price was ₹112,672, price is now ₹81,260 per person
₹81,260
per person
15 Apr - 20 Apr
found 1 day ago
Return direct flight included
Madison (MSN) to Sarasota (SRQ)
9/10 Wonderful! (913 reviews)
Very convenient to athletic fields

Reviewed on 12 Jan 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was ₹201,924, price is now ₹133,409 per person
₹133,409
per person
15 Apr - 20 Apr
found 1 day ago
Return direct flight included
Madison (MSN) to Sarasota (SRQ)
9.2/10 Wonderful! (480 reviews)
Everything was perfect cant wait to go back

Reviewed on 10 Feb 2026

Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Save 100% on your flight
Price was ₹130,860, price is now ₹86,535 per person
₹86,535
per person
15 Apr - 20 Apr
found 1 day ago
Return direct flight included
Madison (MSN) to Sarasota (SRQ)
9/10 Wonderful! (1,156 reviews)
Upon arriving at the resort, found this place to be charming. Our room had a kitchenette with small dining table and 4 chairs, 2 queen beds - which were very comfortable and a nice bathroom. The court yard was lovely! The pool was nice as well! Beach access about a 3-4 minute walk away from the resort. Lastly, I want to give a shoutout to the staff in the office. They could not have been nicer! Plan on booking another stay at Captive Beach resort next year.

Reviewed on 21 Feb 2026

EVEN Hotel Sarasota-Lakewood Ranch by IHG

EVEN Hotel Sarasota-Lakewood Ranch by IHG

3.5 out of 5
Save 100% on your flight
Price was ₹119,845, price is now ₹82,019 per person
₹82,019
per person
15 Apr - 20 Apr
found 1 day ago
Return direct flight included
Madison (MSN) to Sarasota (SRQ)
8.4/10 Very Good! (1,002 reviews)
Everything was fine. The room was very clean and the staff very friendly. Minimal amenities. I was disappointed that I booked this through Expedia for $150 and my American Express charge was immediately charged $1250. I had to go to the front desk and straighten an issue out as to why they were charging me the regular routine rate when it was booked through Expedia. The issue is yet to be resolved through American Express since the original $1250 charge is pending in AMEX. We'll see what the final charges and hopefully I won't have to bother disputing this any further.

Reviewed on 21 Feb 2026

Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
Siesta Key Village
Save 100% on your flight
Price was ₹200,694, price is now ₹137,484 per person
₹137,484
per person
15 Apr - 20 Apr
found 1 day ago
Return direct flight included
Madison (MSN) to Sarasota (SRQ)
9/10 Wonderful! (1,001 reviews)
Great vacation spot! Perfect location, within steps of downtown and the beach. Thoughtful amenities including free water, free bike rental and free laundry facilities. Ample coffee. Clean comfortable and laid back. Friendly staff. I would definitely return!

Reviewed on 21 Feb 2026

Top hotels in Little Gasparilla Island

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 ₹20,070 per night from 17 Mar to 18 Mar
₹20,070
₹27,064 total
17 Mar - 18 Mar
includes taxes & fees
9.2/10 Wonderful! (1,858 reviews)
Hotel and property were beautiful. Rooms were spacious and clean. Food and drinks excellent. We will definitely be going back.

Reviewed on 16 Feb 2026

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
1200 W Retta Esplanade Punta Gorda FL
Fully refundableReserve now, pay when you stay
The price is ₹26,141 per night from 22 Feb to 23 Feb
₹26,141
₹29,278 total
22 Feb - 23 Feb
includes taxes & fees
9.6/10 Exceptional! (1,107 reviews)
very clean room nice staff

Reviewed on 18 Feb 2026

The Suites at Fishermen’s Village- 2 Bedroom Suites
Baymont by Wyndham Punta Gorda/Port Charlotte

Baymont by Wyndham Punta Gorda/Port Charlotte

2.5 out of 5
9035 Mac Drive Punta Gorda FL
Fully refundableReserve now, pay when you stay
The price is ₹13,792 per night from 23 Feb to 24 Feb
₹13,792
₹15,448 total
23 Feb - 24 Feb
includes taxes & fees
8.4/10 Very Good! (1,189 reviews)
Great and clean

Reviewed on 17 Feb 2026

Baymont by Wyndham Punta Gorda/Port Charlotte
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.

Popular places to visit

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

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 travellers 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 holiday 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 travelling 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.