Gulf Pines Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

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

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Gulf Pines

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

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Punta Rassa
Price was CA $1,522, price is now CA $1,121 per person
CA $1,121
per person
Aug 27 - Sep 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (1,024 reviews)
Love no me gusto es q no tiene playa

Reviewed on Jun 20, 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 $2,162, price is now CA $1,422 per person
CA $1,422
per person
Aug 13 - Aug 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (1,018 reviews)
Excellent. I will definitely come back

Reviewed on Jun 15, 2026

Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Mid Island
Price was CA $2,598, price is now CA $1,761 per person
CA $1,761
per person
Aug 27 - Sep 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
8.8/10 Excellent! (359 reviews)
Very clean. Very safe. Family friendly. Very close to beach. Everything was really nice. Would recommend.

Reviewed on Jun 19, 2026

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Price was CA $1,796, price is now CA $1,238 per person
CA $1,238
per person
Aug 13 - Aug 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (1,010 reviews)
Clean room. Nice pool area and great location to many restaurants

Reviewed on Jun 15, 2026

GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
South Island
Price was CA $1,760, price is now CA $1,265 per person
CA $1,265
per person
Sep 9 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.4/10 Exceptional! (951 reviews)
Updated bathrooms and kitchen

Reviewed on May 31, 2026

Where to stay in Gulf Pines

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

Mid Island

3 out of top 10 points of interest in this area

While visiting Mid Island, you might make a stop by sights like Sanibel Island Southern Beach and Periwinkle Way.

Find hotels in Mid Island

Gulf Pines Hotel Deals

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street Fort Myers Beach FL
The price is CA $277 per night from Jul 6 to Jul 7
CA $277
CA $380 total
Jul 6 - Jul 7
includes taxes & fees
9/10 Wonderful! (2,237 reviews)
"I like everything"

Reviewed on Jun 20, 2026

Margaritaville Beach Resort Fort Myers
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
1400 Estero Blvd Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $202 per night from Jun 24 to Jun 25
CA $202
CA $257 total
Jun 24 - Jun 25
includes taxes & fees
9/10 Wonderful! (1,634 reviews)
"Not happy about all the chargers"

Reviewed on Jun 20, 2026

Lani Kai Beachfront Resort
Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

2.5 out of 5
1538 Cape Coral Pkwy E Cape Coral FL
Fully refundable
The price is CA $143 per night from Jun 28 to Jun 29
CA $143
CA $159 total
Jun 28 - Jun 29
includes taxes & fees
9.2/10 Wonderful! (1,534 reviews)
"Absolutely wonderful hotel and staff! We originally had another hotel booked and upon arrival the hotel room smelled and the pool was closed. We immediately checked out and searched for a new hotel and this one came up! I called before booking to make sure their pool was open (who can go to Florida ..."

Reviewed on Jun 20, 2026

Holiday Inn Express Cape Coral-Fort Myers Area by IHG
See all 13,212 properties in Gulf Pines
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
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Gulf Pines vacation package cost?
The cheapest Gulf Pines vacation package is CA $1,121, 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.

Discover the most popular places to visit in Gulf Pines

Bowman's Beach

Bowman's Beach

Relax and revel in a visit to one of the area’s most beautiful beaches, great for swimming, fishing and finding special seashells.

Bowman's Beach
J. N. Ding Darling National Wildlife Refuge

J. N. Ding Darling National Wildlife Refuge

See almost anything that flies, swims or crawls in Florida in this protected area. Become acquainted with wildlife while learning about varied species.

J. N. Ding Darling National Wildlife Refuge

Sanibel Island Golf Club

Enjoy a round of golf in Sanibel at Sanibel Island Golf Club. Stroll along the seaside in this family-friendly area, or check out its lively bars.

Sanibel Island Golf Club

Things to do

Dolphin Wildlife Cruise Fort Myers Beach

Dolphin Wildlife Cruise Fort Myers Beach

CA $88
per adult
100% of travellers recommend
Dolphin Wildlife Cruise Fort Myers Beach
Guided Kayak Eco Tour - Bunche Beach

Guided Kayak Eco Tour - Bunche Beach

CA $82
per adult
98% of travellers recommend
Guided Kayak Eco Tour - Bunche Beach
Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included

Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included

CA $81
per adult
Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included
See all activities in Sanibel
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.