Gulf Pines Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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The Latest Gulf Pines Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A hotel room with a large bed, bedside tables, a desk, and a window with curtains.
    Jan 24 - Jan 29

    Quality Inn Fort Myers Cape Coral + Flight

    Fort Myers
    5 nights
    2.0 star property
    7.6/10 - Good (519 reviews)
    Roundtrip • Buffalo (BUF) - Fort Myers (RSW)
    BUF - RSW • Nonstop RSW - BUF • 1 stop
    CA $946
    CA $657
    per traveller
    found 23 hours ago
    Quality Inn Fort Myers Cape Coral
  • A balcony with a view of the beach, white railings, and a lounge chair with towels.
    Jan 31 - Feb 6

    LaPlaya Beach & Golf Resort - A Noble House Resort + Flight

    Vanderbilt Beach
    6 nights
    4.5 star property
    9.0/10 - Wonderful (1,001 reviews)
    "Overall, worth the stay. The place could use some updates."
    Reviewed November 5, 2026
    Roundtrip • Toronto (YYZ) - Fort Myers (RSW)
    YYZ - RSW • Nonstop RSW - YYZ • Nonstop
    CA $6,804
    CA $4,402
    per traveller
    found 1 day ago
    LaPlaya Beach & Golf Resort - A Noble House Resort
  • A pool area with lounge chairs and umbrellas, surrounded by palm trees.
    Jan 15 - Jan 18

    The Perry Hotel Naples + Flight

    Naples
    3 nights
    4.5 star property
    9.6/10 - Exceptional (1,256 reviews)
    Roundtrip • Toronto (YTO) - Fort Myers (RSW)
    YYZ - MCO • Nonstop MCO - YYZ • Nonstop
    CA $2,148
    CA $1,499
    per traveller
    found 20 hours ago
    The Perry Hotel Naples
  • A resort with a central pool, multiple lounge areas, and a beach view.
    Dec 11 - Dec 15

    Tween Waters Island Resort & Spa + Flight

    Captiva
    4 nights
    3.0 star property
    8.8/10 - Excellent (1,003 reviews)
    "Family of 6 had the best time celebrating an 80th birthday. Resort was welcoming and clean. Beach was perfect. So helpful to have them set up umbrellas and chairs. Restaurant had great service and food. We can’t wait to come back again."
    Reviewed November 8, 2026
    Roundtrip • Ottawa (YOW) - Fort Myers (RSW)
    YOW - RSW • 1 stop RSW - YOW • 1 stop
    CA $1,659
    CA $1,218
    per traveller
    found 22 hours ago
    Tween Waters Island Resort & Spa
  • A balcony with a view of a beach, a table, and chairs.
    Jan 10 - Jan 14

    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 • Ottawa (YOW) - Fort Myers (RSW)
    YOW - RSW • Nonstop RSW - YOW • 1 stop
    CA $2,072
    CA $1,526
    per traveller
    found 21 hours ago
    Windward Passage Resort

Where to stay in Gulf Pines

Find the best Gulf Pines areas and neighborhoods for the activities you enjoy most.
A coastal scene with a lighthouse, beach, and ocean.

Mid Island

While visiting Mid Island, you might make a stop by sights like Periwinkle Way and Sanibel Island Southern Beach.
A coastal scene with a lighthouse, beach, and ocean.

West End

While visiting West End, you might make a stop by sights like J. N. Ding Darling National Wildlife Refuge and Bowman's Beach.
A coastal scene with a lighthouse, beach, and ocean.

East End

While visiting East End, you might make a stop by sights like Sanibel Island Northern Beach and Sanibel Island Lighthouse.
A street lined with palm trees and a sign for Periwinkle Place Shops.

Beachview Country Club Estates

If you're spending some time in Beachview Country Club Estates, Periwinkle Way and Sanibel Island Golf Club are top sights worth seeing.

Sanctuary

While Sanctuary might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Blind Pass Beach and Turner Beach.

Gulf Pines Hotel Deals

A covered outdoor area with a table and chairs, a ceiling fan, and a view of a beach with palm trees and a boat.

Island Inn

Island Inn
3.5 star property
West End, 4 km from Gulf Pines
9.4 out of 10, Exceptional, (1,168 reviews)
"Such a beautiful view of the beach. I noticed several extra touches within the beautiful Matthew’s lodge. The shells were plentiful. Can’t wait to return."
The price is CA $387
CA $431 total
includes taxes & fees
Nov 30 - Dec 1
Island Inn
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.
See all properties in Gulf Pines

Frequently Asked Questions

How much does a Gulf Pines vacation package cost?

The cheapest Gulf Pines vacation package is CA $657, so your dream escape can become a reality — without breaking the bank. Combine flights, hotels and car rentals to custom build a package that matches your traveling style.

How do I get a cheap travel package to Gulf Pines?

Browse and book everything all in one place with our Gulf Pines vacation packages. You'll find bargains on hotels, flights, tours and more that'll keep your hip pocket happy and your adventurous spirit full. And, with more than 550 airlines and 1,000,000 hotel options across the globe to select from, you have countless opportunities to mix and match as you want.

Where should I stay in Gulf Pines?

With lots to explore in Gulf Pines, it's a good idea to book a hotel close to its attractions. Sanibel Island Southern Beach, Bowmans Beach and J. N. Ding Darling National Wildlife Refuge are some good ones to add to your must-see list.

How far in advance should I book my Gulf Pines vacation?

Travelers can normally browse international airfares on Expedia within 12 months of the departure date. Booking last minute? With a bit of luck, it's still possible to nab a cheaper ticket just weeks before your journey.

What does an Expedia Gulf Pines travel package include?

Hotels, rental cars and flights, or any combination of the three — it's totally up to you. Whether you're venturing to Gulf Pines with the family or adventuring with your friends, there's a package to suit every budget and style. Once you've made your booking, why not add on a couple of tours or activities?

What should I know before booking a Gulf Pines travel package?

You'll score impressive savings when you combine your flights, hotels and rental cars into a package. Plus, booking everything in one spot will make your trip planning easier. So why waste money or time? Whether you're organizing a ritzy city getaway or a low-cost family road trip, have a look at our vacation packages today.

Can I choose my airline with a Gulf Pines Expedia vacation package?

With a vacation package, you're the boss. Whether you're looking to fly to Gulf Pines in first class or coach, simply pick from the available airline options. Expedia has access to over 550 airline partners across the world.

If I'm not able to travel, can I cancel my Gulf Pines vacation package?

Certainly, and we'll help you every step of the way. You may be able to cancel or change your Gulf Pines vacation package for free if you booked in the last 24 hours. However, you may incur a fee from your hotel, airline or car rental company if you booked more than 24 hours ago. If your travel plans suddenly change, take a look at our Customer Service Portal for more information.

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