Gateway 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

Your Gateway Vacation

With all your travel plans organized before you set off, our Gateway vacation packages mean you can focus more on having fun! One place to consider staying in this vibrant city is Miromar Lakes, which is good for watersports and golfing. If taking in sights is on the to-do list during your trip to Gateway, visit popular attractions like JetBlue Park at Fenway South, Six Mile Cypress Slough Preserve and Legends Golf and Country Club. A couple of clicks is all it takes to create a tailored Gateway vacation on Expedia.

Top Holiday Package Deals in Gateway

Price found within the past 48 hours. Click for updated prices.
Quality Inn Fort Myers Cape Coral

Quality Inn Fort Myers Cape Coral

2 out of 5
Price was CA $788, price is now CA $551 per person
CA $551
per person
Jan 11 - Jan 16
found 11 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
7.6/10 Good! (465 reviews)
The room was clean and check in was easy. Shower had little to no hot water and toilet was not working properly. I wish there had been a guide for TV too.

Reviewed on Oct 27, 2026

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
Price was CA $8,000, price is now CA $5,263 per person
CA $5,263
per person
Jan 11 - Jan 18
found 11 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
9/10 Wonderful! (1,003 reviews)
Very helpful staff, great Gulf side room. Undergoing some renovation so only one elevator working but didn’t create too much of a problem. Great location, nice people.

Reviewed on Oct 25, 2026

GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
South Island
Save 100% on your flight
Price was CA $3,002, price is now CA $2,004 per person
CA $2,004
per person
Jan 4 - Jan 11
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9.4/10 Exceptional! (982 reviews)

Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Punta Rassa
Price was CA $3,324, price is now CA $2,370 per person
CA $2,370
per person
Dec 27 - Jan 3
found 22 hours ago
Roundtrip flight included
Ottawa (YOW) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)

Edison Beach House

Edison Beach House

3.5 out of 5
Price was CA $3,597, price is now CA $2,603 per person
CA $2,603
per person
Dec 27 - Jan 3
found 22 hours ago
Roundtrip flight included
Ottawa (YOW) to Fort Myers (RSW)
9.4/10 Exceptional! (1,947 reviews)

Where to stay in Gateway

Find the best Gateway areas and neighborhoods for the activities you enjoy most. Learn more about Gateway
An aerial view of a coastal area with a bridge connecting two land masses, a beach, and a clear blue sky.

Iona

While visiting Iona, you might make a stop by sights like Estero Bay Preserve State Park and Tribby Arts Center.

Find hotels in Iona

Gateway Hotel Deals

Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
17260 Harbour Pointe Dr Fort Myers FL
Fully refundableReserve now, pay when you stay
The price is CA $290 per night from Nov 11 to Nov 12
CA $290
CA $373 total
Nov 11 - Nov 12
includes taxes & fees
Marriott Sanibel Harbour Resort & Spa
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 $237 per night from Nov 3 to Nov 4
CA $237
CA $334 total
Nov 3 - Nov 4
includes taxes & fees
9/10 Wonderful! (2,707 reviews)
"There is a little or a lot here for any Parrothead to enjoy for a quiet or a lively stay."

Reviewed on Oct 27, 2026

Margaritaville Beach Resort Fort Myers
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

3 out of 5
1051 5th St Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from Nov 5 to Nov 6
CA $163
CA $209 total
Nov 5 - Nov 6
includes taxes & fees
8.6/10 Excellent! (1,839 reviews)
"My favorite place to stay at Ft Myers Beach"

Reviewed on Oct 26, 2026

The Lighthouse Resort Inn & Suites
See all 14,546 properties in Gateway
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 Gateway vacation package cost?
Be ready to book, because a trip to Gateway starts from an affordable CA $551. When you bundle your hotels, flights and car rentals into a vacation package, you'll walk away with the biggest deals.
How do I get a cheap travel package to Gateway?
Book everything in one place with our Gateway vacation packages. You'll discover bargains on hotels, flights and more that'll keep your pocket happy and adventurous side satisfied. And, with more than 550 airlines and 1,000,000 hotels throughout the world to select from, you'll have endless opportunities to mix and match all you want.
Where should I stay in Gateway?
Make sightseeing easier by staying someplace close to Gateway's big attractions. Edison and Ford Winter Estates and Manatee Park are two of the most popular.
What are the top hotels in Gateway?
Florida Pool - Home Getaway In Timber Ridge Of Gateway is one of Gateway's top properties. Check in to a room here and you'll slumber peacefully knowing you're in excellent hands.
How far in advance should I book my Gateway vacation?
It can be tricky to know when is the ideal time to book your Gateway vacation. But usually the earlier you book, the more affordable the prices. In some cases, you can book your flights and hotels nearly 12 months prior to departure. If you're considering a last-minute getaway, no need to stress! There are great deals posted on Expedia all the time.
What does an Expedia Gateway travel package include?
Hotels, flights and rental cars — you'll find them all here. With Expedia, you can create your Gateway travel package your way. All you have to do is work out just what you need. Once you've made your booking, you can add on fun things like tours and activities. The more you bundle, the more you save!
What should I know before booking a Gateway travel package?
An Expedia travel package can be customized for your budget and is a fantastic way to make your hard-earned dollars stretch further. How little or much you include is up to you. Hotels, rental cars and flights — mix and match whatever combination suits your plans.
Can I choose my airline with a Gateway Expedia vacation package?
Expedia offers access to more than 550 partner airlines globally, so you sure can! Just pick the carrier that suits you and create your ideal Gateway trip.
If I'm not able to travel, can I cancel my Gateway vacation package?
Your situation can change in the blink of an eye, so yes. You may be able to amend or cancel your Gateway vacation package for free if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel or make changes, but your airline, hotel or car rental company may impose a charge. Looking for more information? Check out our Customer Service Portal. We'll help make sure your trip goes off without a hitch.

Stay near popular Gateway attractions

JetBlue Park at Fenway South

8.6/10 (1,089 reviews)
Catch an event at JetBlue Park at Fenway South during your trip to Fort Myers. Amble around the area's beautiful beaches or attend a baseball game.
See properties

Things to do

Fort Myers: Guided Standup Paddleboarding or Kayaking Tour

Fort Myers Dolphin & Manatee Kayak or Paddleboard Tour

CA $102
per adult
90% of travellers recommend
Fort Myers Dolphin & Manatee Kayak or Paddleboard Tour
Self-Guided Fort Myers Scavenger Hunt: His Greatest Invention

Self-Guided Fort Myers Scavenger Hunt: His Greatest Invention

CA $17
per adult
Self-Guided Fort Myers Scavenger Hunt: His Greatest Invention
Everglades Day Safari from Sanibel, Fort Myers & Naples

Everglades Day Safari from Sanibel, Fort Myers & Naples

CA $317
per adult
100% of travellers recommend
Everglades Day Safari from Sanibel, Fort Myers & Naples
See all activities in Fort Myers
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.