Gateway Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $1,096 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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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.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $1,156, price is now CA $756 per person
CA $756
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (725 reviews)
Kev and bellmen Jon gave my family and I so much kindness and compassion during my stay and I will be forever grateful to them and all the staff at this property

Reviewed on Apr 11, 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 $3,866, price is now CA $2,149 per person
CA $2,149
per person
May 13 - May 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (1,002 reviews)
Location right on beach is what you are paying for- the beach is beautiful and steps from the hotel. Staff is great and very friendly. Rooms are average and need maintenance. The light over the shower had water coming through it (scary) and the door to the room whistled when the wind blew. Food choices are limited and way over priced for the quality. Dinner at Balene was disappointing - my lobster was chewy. No other eating establishments are close enough to walk to so you have to either drive or order food if you don't want to eat onsite the entire time. Overall we had a nice time because we came for beach and sun, but would not stay here again.

Reviewed on Apr 11, 2026

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was CA $2,333, price is now CA $1,555 per person
CA $1,555
per person
May 30 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
9/10 Wonderful! (821 reviews)
Small selection of food options on site. Bar was understaffed. Pool and lazy river were wonderful.

Reviewed on Apr 9, 2026

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was CA $1,886, price is now CA $1,275 per person
CA $1,275
per person
May 30 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
9.4/10 Exceptional! (1,008 reviews)
Bar was priced way to high as were most bars on fort myer beach.

Reviewed on Apr 10, 2026

Edison Beach House

Edison Beach House

3.5 out of 5
Price was CA $1,497, price is now CA $1,035 per person
CA $1,035
per person
Jun 14 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.4/10 Exceptional! (1,702 reviews)
This was even better than what we expected! Everyone is SO friendly, welcoming, and helpful. Annie from the front desk warmly welcomed us. The room was AMAZING. It was so close to everything! LOVED it!

Reviewed on Apr 10, 2026

Where to stay in Gateway

Find the best Gateway areas and neighborhoods for the activities you enjoy most. Learn more about Gateway
Aerial view of the road bridge between Captiva Island and Sanibel Island in Lee County, Florida, United States

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

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 refundableReserve now, pay when you stay
The price is CA $134 per night from May 11 to May 12
CA $134
CA $150 total
May 11 - May 12
includes taxes & fees
9.2/10 Wonderful! (1,385 reviews)
Room was neat, clean and tidy. Staff was friendly, breakfast was good and filling. Able to park easily.

Reviewed on Apr 11, 2026

Holiday Inn Express Cape Coral-Fort Myers Area by IHG
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 $385 per night from Apr 26 to Apr 27
CA $385
CA $499 total
Apr 26 - Apr 27
includes taxes & fees
9/10 Wonderful! (2,003 reviews)
Beautiful beach, clean hotel, friendly staff, felt like a little too long distances to walk and multiple levels to go up and down between the road that splits the property and safety layout. Totally understandable, but could be annoying for people with strollers or handicapped.

Reviewed on Apr 11, 2026

Margaritaville Beach Resort Fort Myers
Baymont by Wyndham Fort Myers Central

Baymont by Wyndham Fort Myers Central

2.5 out of 5
4850 S Cleveland Ave Fort Myers FL
Fully refundableReserve now, pay when you stay
The price is CA $97 per night from May 7 to May 8
CA $97
CA $108 total
May 7 - May 8
includes taxes & fees
6.8/10 (1,015 reviews)
I will never go to that place again

Reviewed on Apr 9, 2026

Baymont by Wyndham Fort Myers Central
See all 14,156 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 $756. 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.

Things to do

Marco Island: 10,000 Islands Shelling Boat Tour

Marco Island: 10,000 Islands Shelling Boat Tour

CA $137
per adult
100% of travellers recommend
Marco Island: 10,000 Islands Shelling Boat Tour
Historic Walking Tour of Fort Myers

Historic Walking Tour of Fort Myers

CA $41
per adult
100% of travellers recommend
Historic Walking Tour of Fort Myers
Fort Myers: Guided Standup Paddleboarding or Kayaking Tour

Fort Myers Dolphin & Manatee Kayak or Paddleboard Tour

CA $88
per adult
80% of travellers recommend
Fort Myers Dolphin & Manatee Kayak or Paddleboard Tour
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.