Gateway Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 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.
Courtyard by Marriott Fort Myers Cape Coral

Courtyard by Marriott Fort Myers Cape Coral

3 out of 5
Price was CA $917, price is now CA $616 per person
CA $616
per person
May 23 - May 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.2/10 Very Good! (1,002 reviews)
Super clean room! The staff was all so friendly and we loved our stay

Reviewed on Mar 6, 2026

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was CA $1,203, price is now CA $792 per person
CA $792
per person
May 16 - May 21
found 10 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.2/10 Wonderful! (704 reviews)
The pools and Lazy river was awesome. Condos a little outdated but nice

Reviewed on Mar 3, 2026

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $2,311, price is now CA $1,528 per person
CA $1,528
per person
May 8 - May 15
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
9.6/10 Exceptional! (477 reviews)
I was extremely pleased with everyone and everything!

Reviewed on Mar 6, 2026

Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Punta Rassa
Price was CA $1,682, price is now CA $1,138 per person
CA $1,138
per person
May 16 - May 21
found 10 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.4/10 Very Good! (1,005 reviews)
Would not recommend. For the positive, we did have good customer service when I had to challenge the bill because the previous guest's bar bill was put on our room. Also, the view was nice, looking at the harbor. Noise from the bridge is loud when on the balcony but you cannot hear it when the door is closed. Several issues were noted with broken or poorly maintained areas in the room and elevators. Worst was the Tarpon House restaurant - we walked out after more than an hour with no service beyond drinks, and that was after hunting down a host who was MIA for more than 10 minutes. We watched it happen over and over as more people arrived and stood in the doorway with no assistance.

Reviewed on Mar 5, 2026

The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Punta Gorda Isles
Price was CA $1,377, price is now CA $958 per person
CA $958
per person
May 23 - May 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.8/10 Exceptional! (1,027 reviews)
This hotel is the best , cleanest, beautiful staff, perfect room I recommend this hotel all the time for everyone

Reviewed on Mar 5, 2026

Where to stay in Gateway

Find the best Gateway areas and neighborhoods for the activities you enjoy most. Learn more about Gateway
Default Image

Iona

Iona might not have many top sights, but Cape Coral Yacht Club Beach and Key West Express are two attractions nearby that you can check out.

Find hotels in Iona

Gateway Hotel Deals

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 $116 per night from Apr 6 to Apr 7
CA $116
CA $129 total
Apr 6 - Apr 7
includes taxes & fees
6.8/10 (1,027 reviews)
Avoid this hotel at all costs. I'm lost for words.

Reviewed on Mar 5, 2026

Baymont by Wyndham Fort Myers Central
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 $527 per night from Apr 6 to Apr 7
CA $527
CA $656 total
Apr 6 - Apr 7
includes taxes & fees
9/10 Wonderful! (1,920 reviews)
It’s all about the location, the staff and facility. Margaritaville has it all.

Reviewed on Mar 4, 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
The price is CA $344 per night from Apr 5 to Apr 6
CA $344
CA $415 total
Apr 5 - Apr 6
includes taxes & fees
9/10 Wonderful! (1,284 reviews)
We had a balcony directly facing the beach. It was gorgeous and the hotel was lovely, but they are still having some construction so we were woken up by the sound of a drill at 8 am.

Reviewed on Mar 5, 2026

Lani Kai Beachfront Resort
See all 14,262 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 $616. 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
Private Shopping Tour from Fort Myers Hotels to Miromar Outlets

Private Shopping Tour from Fort Myers Hotels to Miromar Outlets

CA $150
per adult
Private Shopping Tour from Fort Myers Hotels to Miromar Outlets
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.