Wing South Vacation Packages

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Top Holiday Package Deals in Wing South

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Price was CA $1,187, price is now CA $618 per person
CA $618
per person
Nov 10 - Nov 17
found 13 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Myers (RSW)
8.6/10 Excellent! (1,009 reviews)
It was a super clean hotel, the pool was great, and the bathroom by the pool was sparkling clean and smelled good.

Reviewed on Sep. 6, 2025

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Price was CA $2,092, price is now CA $1,157 per person
CA $1,157
per person
Nov 29 - Dec 3
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
9.4/10 Exceptional! (1,004 reviews)
Location, service and amenities are excellent

Reviewed on Aug. 31, 2025

Edison Beach House

Edison Beach House

3.5 out of 5
Price was CA $2,144, price is now CA $1,207 per person
CA $1,207
per person
Nov 10 - Nov 17
found 13 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Myers (RSW)
9.4/10 Exceptional! (1,490 reviews)
First stay at Edison beach house having stayed numerous times at FMB. Lift out of order and on the 5th floor but the balcony view over the beach and sunsets were awesome. Carpet tired in places and air con very noisy otherwise only complaint was the smoking from other guests throughout out stay.

Reviewed on Sep. 4, 2025

Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
The Forum
Price was CA $1,212, price is now CA $729 per person
CA $729
per person
Nov 10 - Nov 17
found 13 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Myers (RSW)
8.2/10 Very Good! (1,011 reviews)
We visited family at Discovery on Forum Blvd so it was extremely convenient.

Reviewed on Sep. 3, 2025

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was CA $1,562, price is now CA $947 per person
CA $947
per person
Nov 10 - Nov 17
found 13 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Myers (RSW)
9.2/10 Wonderful! (617 reviews)
Lazy river was awesome.

Reviewed on Sep. 2, 2025

Where to stay in Wing South

Find the best Wing South areas and neighborhoods for the activities you enjoy most. Learn more about Wing South
Naples Botanical Garden which includes a pond and a garden

East Naples

4/5(11 area reviews)

Beaches, shopping, and restaurants are just a few things travelers enjoy about East Naples. Check out Fifth Avenue South or Naples Botanical Garden while you're exploring the area.

Find hotels in East Naples

Wing South Hotel Deals

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive, Naples, FL
The price is CA $242 per night from Sep 7 to Sep 8
CA $242
CA $338 total
Sep 7 - Sep 8
includes taxes & fees
Naples Grande Beach Resort
Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

4 out of 5
560 S Collier Blvd, Marco Island, FL
Fully refundableReserve now, pay when you stay
The price is CA $199 per night from Sep 15 to Sep 16
CA $199
CA $282 total
Sep 15 - Sep 16
includes taxes & fees
Hilton Marco Island Beach Resort and Spa
Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

3.5 out of 5
1345 5th Avenue South, Naples, FL
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Sep 14 to Sep 15
CA $165
CA $183 total
Sep 14 - Sep 15
includes taxes & fees
Hyatt House Naples/5th Avenue
See all 10,634 properties in Wing South
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 Wing South vacation package cost?
We make it easy for everyone to travel, with Wing South packages starting from just CA $618. You'll have the flexibility to bundle your favorite hotels, airlines and car rental. For the ultimate escape, why not add some experiences and tours to your travel itinerary?
How do I get a cheap travel package to Wing South?
Browse and book everything in the one place with our Wing South vacation packages. You'll find bargains on hotels, flights and more that'll keep your travel budget happy and your spirit of adventure alive. And, with more than 550 air carriers and 1,000,000 hotels around the globe to pick from, you'll have endless opportunities to mix and match as you please.
Where should I stay in Wing South?
There's loads to explore in Wing South, so stay close to its attractions and maximize your time sightseeing. Mustang Golf Course is one spot to put on your to-do list.
How far in advance should I book my Wing South vacation?
While not all airlines advertise ticket prices early, it's usually possible to compare international airfares on Expedia up to a year in advance. This is the time you'll score some incredible deals. If you've left things to the last minute, you might still get lucky. Discounted prices occasionally emerge just weeks before departure.
What does an Expedia Wing South travel package include?
That mostly depends on you. You can choose from a range of Wing South bundles, such as a hotel, flight and rental car. You can also book a flight with a hotel, or a rental car with a flight. Once you've made your booking, you can add on the fun stuff like experiences and activities. Whatever your Wing South escape looks like, you're sure to save!
What should I know before booking a Wing South travel package?
You'll enjoy impressive savings when you bundle your flights, hotels and rental cars into a travel package. Not just that, booking everything together just makes things easier. So why waste money or time? Whether you're putting together a ritzy city getaway or an affordable family break, take a look at our vacation packages today.
Can I choose my airline with a Wing South Expedia vacation package?
With a vacation package, you're in control. Whether you'd prefer to fly to Wing South in economy or first class, simply select from the available airline options. Expedia has access to more than 550 partner airlines throughout the world.
If I'm not able to travel, can I cancel my Wing South vacation package?
Yes, it's possible to cancel your Wing South booking if your travel plans have been upended. Whether you'll incur a penalty or not depends on your airline, hotel or car rental company. You may be able to change or cancel for free if you booked in the last 24 hours. Head to our Customer Service Portal for more information.

Discover the most popular places to visit in Wing South

Naples Beach

Naples Beach

Why not spend a carefree afternoon at Naples Beach during your travels in Naples? Stroll along the seaside or visit the shops while you're in the area.

Naples Beach
5th Avenue Shopping District which includes markets, street scenes and a city

Fifth Avenue South

Enjoy many happy hours exploring the variety of shops, dining options and cultural attractions of this popular shopping district in Naples, Florida.

Fifth Avenue South
Naples Pier featuring landscape views and a beach as well as a large group of people

Naples Pier

Visit this beloved Naples destination to experience the simple charms of the beachfront on a dock that has served the city for more than 100 years.

Naples Pier

Things to do

SEAS The Day with Pure Florida

Naples Sightseeing Boat Tour

CA $88
per adult
98% of travellers recommend
Naples Sightseeing Boat Tour
Cute Manatee

Manatee Sightseeing and Wildlife Boat Tour

CA $96
per adult
90% of travellers recommend
Manatee Sightseeing and Wildlife Boat Tour
Naples Florida: Downtown Electric Moped Tour

Naples Florida: Downtown Electric Moped Tour

CA $82
per adult
100% of travellers recommend
Naples Florida: Downtown Electric Moped Tour
See all activities in Naples
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.