A beach with a row of wooden posts extending into the water, a sandy shore, and a clear sky.

Gasparilla Island Vacations from $324

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The Latest Gasparilla Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 23 - Jan 28

    Quality Inn Fort Myers Cape Coral + Flight

    Fort Myers
    5 nights
    2.0 star property
    7.6/10 - Good (515 reviews)
    "Got my booking wrong, took 1 hour and a half to even get them to offer a different room that could meet my accommodation. Not to mention the manager never contacted me for anything. Do not book here"
    Reviewed November 6, 2026
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    PSM - RSW • Nonstop RSW - PSM • 1 stop
    $538
    $324
    per traveler
    found 1 day ago
    Quality Inn Fort Myers Cape Coral
  • Jan 12 - Jan 18

    Edison Beach House + Flight

    Fort Myers Beach
    6 nights
    3.5 star property
    9.4/10 - Exceptional (1,960 reviews)
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    BOS - RSW • 1 stop RSW - BOS • 1 stop
    Save 100% on your flight
    $1,575
    $1,021
    per traveler
    found 1 day ago
    Edison Beach House
  • Jan 12 - Jan 18

    GullWing Beach Resort + Flight

    South Island
    6 nights
    3.5 star property
    9.4/10 - Exceptional (986 reviews)
    "Beautiful property, generous size condos and all the amenities."
    Reviewed November 6, 2026
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    BOS - RSW • 1 stop RSW - BOS • 1 stop
    Save 100% on your flight
    $1,695
    $1,105
    per traveler
    found 1 day ago
    GullWing Beach Resort
  • Jan 12 - Jan 18

    Tween Waters Island Resort & Spa + Flight

    Captiva
    6 nights
    3.0 star property
    8.6/10 - Excellent (1,000 reviews)
    "This is a great property,"
    Reviewed November 2, 2026
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    BOS - RSW • 1 stop RSW - BOS • 1 stop
    Save 100% on your flight
    $1,497
    $995
    per traveler
    found 1 day ago
    Tween Waters Island Resort & Spa
  • Dec 17 - Dec 21

    Windward Passage Resort + Flight

    Fort Myers Beach
    4 nights
    2.0 star property
    8.6/10 - Excellent (23 reviews)
    "Location is amazing, being right on the beach. Having access to beach chairs to take down to the beach and return is a major plus. Gas grills on the property also give you the opportunity to grill up some dinner and watch the sunset while eating on your balcony!! I would definitely recommend!"
    Reviewed October 31, 2026
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    BOS - RSW • Nonstop RSW - BOS • Nonstop
    Save 100% on your flight
    $1,251
    $832
    per traveler
    found 1 day ago
    Windward Passage Resort

Discover the most popular places to visit in Gasparilla Island

Gasparilla Island Hotel Deals

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.

Find out more about Gasparilla Island

Things to do near Gasparilla Island

Gasparilla Island is perfect for a beach and outdoor getaway, offering stunning scenery and a variety of activities. Enjoy recreational areas, luxurious resorts, and vibrant shopping centers. Adventure seekers can indulge in outdoor adventures, flavorful excursions, and serene sunset picnics, making it an ideal destination for a memorable Sunday outing. Whether you're looking for relaxation or excitement, Gasparilla Island has something for everyone.

Shopping

For unique shopping on Gasparilla Island, visit Fishermen's Village, just 17 miles away, offering a vibrant mix of entertainment and local shops. Sun Flea Market, located 20 miles away, features various vendors in a bustling atmosphere. Don’t miss Wigert's Mango Grove & Bonsai Nursery, 22 miles from the island for special gifts.

Recreation

Experience the excitement at Charlotte Sports Park, just 18 miles from Gasparilla Island, where you can enjoy various sports activities. Indulge in luxury at Burnt Store Golf & Activity Club, 13 miles away, offering golf and relaxation. For a serene escape, visit Cedar Point Environmental Park, also 13 miles from the island.

Adventure

Experience the thrills at Sun Splash Water Park, where you can enjoy exciting water slides and family-friendly attractions, located 19 miles from Gasparilla Island. For arcade fun, visit Mike Greenwell's Bat-A-Ball & Family Fun Park and Bowland Coral Lanes, both offering engaging activities just 19 miles away.

Nightlife

Gasparilla Island offers a relaxing nightlife with charming beach bars and casual eateries. Visit the Rum Bay Restaurant for delightful drinks and stunning sunset views. For a lively atmosphere, check out Leverock's Restaurant, where you can enjoy seafood and live music, creating a perfect island night out.

Find the best attractions near Gasparilla Island

Gasparilla Island offers a perfect getaway for beach and outdoor enthusiasts, boasting stunning scenery and diverse activities. Explore highlights like Little Gasparilla Island, Island Oasis, and Gasparilla Island State Park, each catering to those seeking cultural and outdoor experiences. Don't miss the pristine beaches and beautiful landscapes that make Gasparilla Island an ideal destination for relaxation and adventure.

  • Boca Grande Beach: Experience the serene beauty of Boca Grande Beach, located 4 miles away from Gasparilla Island. This picturesque beach offers soft sands and gentle waves, perfect for sunbathing, swimming, and beachcombing. The relaxed atmosphere provides an ideal spot to unwind and soak in the sun.
  • Gasparilla Island State Park: Just 1 mile from Gasparilla Island, this state park offers thrilling outdoor adventures, stunning scenery, and diverse wildlife. Enjoy hiking, biking, or fishing, while exploring trails that wind through lush landscapes and along pristine coastlines.
  • Whidden's Marina: At only 0.5 miles from Gasparilla Island, Whidden's Marina is a charming historic place that immerses you in local culture. Stroll through the marina, enjoy fresh seafood, or rent a boat for a day on the water, making it a delightful destination for all visitors.

Best time to go to Gasparilla Island

The best time to visit Gasparilla Island, Boca Grande can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Gasparilla Island, Boca Grande falls in August, when visitor numbers are slightly low and weather is mostly sunny with light rain. The coolest average temperature around Gasparilla Island, Boca Grande falls in January, visitor numbers are slightly high and weather is mostly sunny with no rain.

Tips to save on your trip to Gasparilla Island

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Gasparilla Island.
  • Consider traveling to Gasparilla Island during the low season (September to November) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Frequently Asked Questions

What's included in a Gasparilla Island vacation package?

A Gasparilla Island vacation package in Boca Grande lets you combine flights, hotel stays, and rental cars. These packages typically include flights to nearby airports like Tampa International Airport (TPA).


Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

How can I save money on a Gasparilla Island vacation package?

When you bundle, you can save up to 30%*. To save money on a Gasparilla Island package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

What is the best time to visit Gasparilla Island?

The best time for a Gasparilla Island vacation package in Boca Grande is from January through March. This period is considered the peak season for the region, attracting many visitors. Timing reflects Boca Grande specifically, so conditions may differ elsewhere in the wider Gasparilla Island area.

Which destinations should I consider for a Gasparilla Island vacation?

For a Gasparilla Island vacation, Boca Grande is the primary destination to consider for your stay.

  • Boca Grande: This area is ideal for travelers seeking a beach-focused trip with plenty of outdoor activities, scenic views, and adventure. It offers a range of lodging options suitable for both families and couples looking to enjoy the island's natural beauty.

Is Gasparilla Island better suited for a beach vacation or a cultural trip?

Gasparilla Island is primarily a beach and outdoor destination, making it an ideal choice for a vacation focused on sun, sand, and nature. The island is known for its beautiful beaches, such as Boca Grande Beaches, offering opportunities for swimming, shelling, and relaxation.


Beyond the coastline, the area provides ample outdoor activities and scenic views, with places like Gasparilla Island State Park offering a blend of natural beauty and historic elements, including a lighthouse. While there are some historical points of interest, the main draw for a Gasparilla Island vacation is its natural environment and coastal charm.

Which airport should I use for a Gasparilla Island vacation?

For a Gasparilla Island vacation, travelers typically use one of two main airports that serve the wider region. Tampa International Airport (TPA) and Southwest Florida International Airport (RSW) in Fort Myers are the primary gateways. From either airport, you can arrange onward travel to Gasparilla Island.

What are the top things to do in Gasparilla Island?

For a Gasparilla Island vacation, Boca Grande serves as a practical base for exploring the area's natural beauty and outdoor activities:


Browse and book things to do in Gasparilla Island on Expedia.

Can I change or cancel my Gasparilla Island vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Gasparilla Island vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later Gasparilla Island vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Gasparilla Island vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Gasparilla Island?

To find last-minute vacation packages to Gasparilla Island, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Gasparilla Island vacation packages?

Free cancellation on a Gasparilla Island vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Gasparilla Island vacation as a package or separately?

An Expedia vacation package could land you great savings when compared to arranging flights and hotels separately. Better still, you can tailor your Gasparilla Island getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Gasparilla Island vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.