Cheap flights To Little Gasparilla Island (RSW) from $45

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Cheap Flights to Little Gasparilla Island from $45 One Way, $138 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, Mar 4 - Sat, Mar 14
DEN
Denver Intl.
RSW
Southwest Florida Intl.
$138 Roundtrip, found 6 days ago
$138
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Mar 4 from Denver Intl. to Southwest Florida Intl., returning Sat, Mar 14, priced at $138 found 6 days ago
Thu, Apr 16 - Sat, Apr 18
DEN
Denver Intl.
RSW
Southwest Florida Intl.
$139 Roundtrip, found 3 hours ago
$139
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Thu, Apr 16 from Denver Intl. to Southwest Florida Intl., returning Sat, Apr 18, priced at $139 found 3 hours ago
Wed, Feb 25 - Sat, Mar 14
DEN
Denver Intl.
RSW
Southwest Florida Intl.
$141 Roundtrip, found 2 days ago
$141
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Feb 25 from Denver Intl. to Southwest Florida Intl., returning Sat, Mar 14, priced at $141 found 2 days ago
Sun, Mar 8 - Sat, Mar 14
DEN
Denver Intl.
RSW
Southwest Florida Intl.
$158 Roundtrip, found 2 days ago
$158
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Mar 8 from Denver Intl. to Southwest Florida Intl., returning Sat, Mar 14, priced at $158 found 2 days ago
Mon, Feb 23 - Sat, Feb 28
DEN
Denver Intl.
RSW
Southwest Florida Intl.
$160 Roundtrip, found 2 days ago
$160
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Feb 23 from Denver Intl. to Southwest Florida Intl., returning Sat, Feb 28, priced at $160 found 2 days ago
Wed, Mar 11 - Sat, Mar 14
DEN
Denver Intl.
RSW
Southwest Florida Intl.
$162 Roundtrip, found 2 days ago
$162
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Mar 11 from Denver Intl. to Southwest Florida Intl., returning Sat, Mar 14, priced at $162 found 2 days ago
Sat, Feb 21 - Sat, Feb 28
DEN
Denver Intl.
RSW
Southwest Florida Intl.
$163 Roundtrip, found 4 days ago
$163
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Feb 21 from Denver Intl. to Southwest Florida Intl., returning Sat, Feb 28, priced at $163 found 4 days ago
Sat, Feb 28 - Thu, Mar 5
DEN
Denver Intl.
RSW
Southwest Florida Intl.
$167 Roundtrip, found 12 hours ago
$167
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Sat, Feb 28 from Denver Intl. to Southwest Florida Intl., returning Thu, Mar 5, priced at $167 found 12 hours ago
Wed, Mar 4 - Thu, Mar 12
DEN
Denver Intl.
RSW
Southwest Florida Intl.
$168 Roundtrip, found 4 days ago
$168
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Mar 4 from Denver Intl. to Southwest Florida Intl., returning Thu, Mar 12, priced at $168 found 4 days ago
Sat, Feb 21 - Thu, Feb 26
DEN
Denver Intl.
SRQ
Sarasota-Bradenton Intl.
$173 Roundtrip, found 2 days ago
$173
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Feb 21 from Denver Intl. to Sarasota-Bradenton Intl., returning Thu, Feb 26, priced at $173 found 2 days ago

Little Gasparilla Island Flight Information

Traveling To
Little Gasparilla Island
Destination Airport IATA Code
RSW
Number of Airlines Serving
Airlines
Frontier Airlines, Sun Country Airlines
Flight Price
$138
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Little Gasparilla Island economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Fort Myers/at The Forum
3.0-star property

Hyatt Place Fort Myers/at The Forum

Mar 4 - Mar 7

3 night stay

Boston (BOS) to Fort Myers (RSW)

Spirit Airlines • Coach

Fort Myers (RSW) to Boston (BOS)

American Airlines • Coach
Save 100% on your flight
Price was $524, price is now $302 per person
$302
per person
found 1 day ago
Hilton Garden Inn Ft Myers
3.0-star property

Hilton Garden Inn Ft Myers

Mar 4 - Mar 7

3 night stay

Boston (BOS) to Fort Myers (RSW)

Spirit Airlines • Coach

Fort Myers (RSW) to Boston (BOS)

American Airlines • Coach
Save 100% on your flight
Price was $588, price is now $334 per person
$334
per person
found 1 day ago
The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0-star property

The Suites at Fishermen’s Village- 2 Bedroom Suites

Mar 13 - Mar 20

7 night stay

Boston (BOS) to Fort Myers (RSW)

Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,860, price is now $1,127 per person
$1,127
per person
found 1 day ago
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Little Gasparilla Island premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Compass Hotel by Margaritaville Anna Maria Sound
4.0-star property

Compass Hotel by Margaritaville Anna Maria Sound

9.4/10 Exceptional! (1,843 reviews)

Mar 18 - Mar 25

7 night stay

Boston (BOS) to Sarasota (SRQ)

JetBlue Airways • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,089, price is now $1,414 per person
$1,414
per person
found 1 day ago
Beautiful property and location

Reviewed on Aug 7, 2025

Cedar Cove Resort and Cottages
3.0-star property

Cedar Cove Resort and Cottages

9.2/10 Wonderful! (480 reviews)

Mar 18 - Mar 25

7 night stay

Boston (BOS) to Sarasota (SRQ)

JetBlue Airways • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $4,153, price is now $2,439 per person
$2,439
per person
found 1 day ago
Extremely clean. Friendly, helpful staff that went above and beyond. I traveled with my teenage daughter and her friend and we never once felt unsafe. I was fine using the free trolley transportation up and down the island, but the girls talked me into renting a golf cart. That did provide more freedom for our short time there. The resort has golf carts for rent. We will definitely be back!

Reviewed on Aug 10, 2025

Seaside at Anna Maria Island Inn
2.5-star property

Seaside at Anna Maria Island Inn

9.6/10 Exceptional! (45 reviews)

Mar 18 - Mar 25

7 night stay

Boston (BOS) to Sarasota (SRQ)

JetBlue Airways • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $5,869, price is now $3,775 per person
$3,775
per person
found 1 day ago
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Little Gasparilla Island first class flight packages

Price found within the past 48 hours. Click for updated prices.
Marriott Sanibel Harbour Resort & Spa
4.0-star property

Marriott Sanibel Harbour Resort & Spa

8.4/10 Very Good! (1,005 reviews)

Mar 15 - Mar 21

6 night stay

Boston (BOS) to Fort Myers (RSW)

Delta • Roundtrip • FirstClass
Price was $2,487, price is now $1,944 per person
$1,944
per person
found 9 hours ago
The property was very nice. Still rebuilding after the hurricane, main pool was under construction, secondary pool was open. Skeleton staff as it is not peek season. Make sure to bring bug spray, there are little mosquitos that are around all day in Sanibel and Captiva Island. They are actually insane, not eager to return to this area of FL.

Reviewed on Aug 7, 2024

The Perry Hotel Naples
4.5-star property

The Perry Hotel Naples

9.6/10 Exceptional! (477 reviews)

Mar 7 - Mar 15

8 night stay

Minneapolis (MSP) to Fort Myers (RSW)

Delta • Roundtrip • FirstClass
Price was $3,941, price is now $2,954 per person
$2,954
per person
found 1 day ago
Nice and clean with a great view and pool area

Reviewed on Nov 13, 2025

Bellasera Resort
4.0-star property

Bellasera Resort

9.6/10 Exceptional! (2,225 reviews)

Mar 7 - Mar 15

8 night stay

Minneapolis (MSP) to Fort Myers (RSW)

Delta • Roundtrip • FirstClass
Price was $5,125, price is now $3,908 per person
$3,908
per person
found 1 day ago
I love staying at Bella. It’s like an oasis away from the hustle and bustle but a short distance from all the shopping you could even walk if you wanted to and a short distance from the beach, Bella Sarah provides transportation so you don’t have to worry about parking and also the beach chairs and umbrella and towels, this is a wonderful beautiful property with very thoughtful amenities

Reviewed on Jul 8, 2024

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Little Gasparilla Island

Save money on your flights to Little Gasparilla Island as well as on hotel and car packages.

 

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Snap up cheap Little Gasparilla Island flights at Orbitz, and pay no booking fees. We also don’t charge fees when your plans change or are cancelled. While you’re there, check out our low fare deals on flights to other locations besides flights to Little Gasparilla Island.

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Mix and Match

At Orbitz, we turned a great idea from the world of fashion into another way for you to save money. When you shop our low cost tickets on flights to any destination, don’t be afraid to mix and match different airlines for maximum savings on your Little Gasparilla Island flights air ticket. Save more on air travel every day in every way at Orbitz.

Frequently asked questions

Which airlines fly to Little Gasparilla Island?
With 20 airlines ready to help you get away to Little Gasparilla Island, finding the ideal flight will be easy. Lock in your airfare with one of these popular carriers that offer services to Southwest Florida Intl. Airport (RSW):

  • Air Canada - 12 flights to Little Gasparilla Island per month
  • EW Discover - 3 flights to Little Gasparilla Island per month
  • WestJet - 3 flights to Little Gasparilla Island per month

How much is a flight to Little Gasparilla Island?
Travelers from far and wide landed round-trip flight bargains ranging between $138 and $173 this week. Kicking off your journey from Denver (DEN)? The lowest one-way tickets started at just $45.
How to book the cheapest flight to Little Gasparilla Island?
Picking up cheap flights to Little Gasparilla Island is as easy as booking with Orbitz. But if you'd love to make sure you're nabbing the best flight deals around, here are some suggestions to keep in mind:

  • Taking off from or arriving at other airports can be more affordable. Enter your preferred departure and arrival airports. Next, select the 'Nearby airports' function below to look through your options.
  • If you're flexible with your schedule, click on the 'Show flexible dates' option. It'll bring up flight deals for the days either side of your chosen departure. Fares often vary depending on what day it is.
  • Hit 'Show options' to filter your search results. You can pick your preferred airline and seating class here. Under 'Sort & Filter' to the left, you can even specify whether you want to fly in the morning, afternoon or evening.
  • Book as soon as you know your travel dates. While it does happen now and then, airfares rarely get more affordable as your date of departure gets closer.
  • Bundle your hotels, flights and car rentals into a package deal and enjoy discounts. Save your hard-earned dollars for things that really excite you, like discovering every corner of Little Gasparilla Island.
  • Don't fly during peak seasons if you can. By steering clear of summer and school vacations, you can save plenty on your airfares.

What is the best time to book a flight to Little Gasparilla Island?
Generally speaking, January is the best month to purchase your plane ticket. This is followed by February and August. Bear this in mind while you browse for a cheap flight to Little Gasparilla Island.
What day of the week is the cheapest to book a flight to Little Gasparilla Island?
To land an incredible flight deal, book on a Tuesday, Wednesday or Saturday. Usually, these are the cheapest days to book flights to Little Gasparilla Island.
What is the cheapest day of the week to fly to Little Gasparilla Island?
You can grab cheap flights to Little Gasparilla Island by hopping on a plane on a Monday, according to Orbitz data from 2020. Tuesday is the next most affordable day, while Saturday has the most expensive ticket prices. Whether you prefer to stretch your travel budget or start your trip on whichever day is convenient, you'll always find a great deal with Orbitz.
What is the cheapest month to fly to Little Gasparilla Island?
To pick up cheap flights to Little Gasparilla Island, you should fly out in August. If saving money on your plane ticket is your main concern, Orbitz data has found that this is generally the best month to jet off. June is when fares are at their highest.
Which airlines allow free cancellation?
Flexibility is important, that's why Orbitz lets you search for airlines that won't hit you with a fee for amendments to your reservation. Fill out your departure and arrival points, then select "Filter by flexible change policies." We'll show you all the options that include free cancellation and no change fees.
What do I need for the flight to Little Gasparilla Island?
There is so much to sort out for any big trip, so it's great to get a little bit of help along the way. Here's a handy checklist to ensure that you're prepared for take off:

  • Make sure you've packed your travel documents and some identification. For international trips, you'll need your passport. When you book your seats, always use the same details that are indicated on your government-issued ID.
  • A properly packed carry-on bag is the key to a great flight experience. Given your flight to Little Gasparilla Island is no short hop, take some snacks and activities to keep you occupied. Something to read or listen to will help pass the time.
  • Air conditioning and high altitudes can create a cool environment. No matter what the weather is in Little Gasparilla Island, bring an extra layer along to keep warm while on the plane.

How do I get cheap first-class/business deals to Little Gasparilla Island?
Smart travelers have a way of finding first or business-class flights to Little Gasparilla Island without the hefty price tag. Be like them with these handy tips:

  • Flexibility doesn't just help with your yoga. Avoid locking in your travel dates so you can snap up cheaper airfares when a huge sale drops.
  • Find a low-cost carrier that has seats in business class. They usually come with extra space and a glass of Champagne — but without the premium price.
  • Take advantage of your airline's loyalty scheme and upgrade your seat. Alternatively, you can try bidding for an upgrade in an online auction if available.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.