Corkscrew Woodlands Vacation Packages

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  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

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Top Holiday Package Deals in Corkscrew Woodlands

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 $1,043, price is now CA $619 per person
CA $619
per person
Mar 14 - Mar 19
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.2/10 Very Good! (997 reviews)
The room was clean would have given excellent but the plugs were very loose took very long time to charge devices even with the fast chargers.

Reviewed on Feb 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 $2,531, price is now CA $1,477 per person
CA $1,477
per person
May 7 - May 11
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9/10 Wonderful! (1,000 reviews)
The best part is that this hotel is right on the beach. We only stayed two nights because this hotel is very expensive, and the restaurant is very expensive.

Reviewed on Feb 1, 2026

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was CA $2,848, price is now CA $1,724 per person
CA $1,724
per person
Mar 28 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9.2/10 Wonderful! (1,001 reviews)
staff is great always willing to take care of you location is a plus, 5-minute walk to the beach and many dining and entertainment establishments.

Reviewed on Feb 10, 2026

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was CA $1,041, price is now CA $706 per person
CA $706
per person
May 7 - May 11
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9.2/10 Wonderful! (704 reviews)
The 2 room condo was huge& had everything you could ask for. The surroundings were beautiful.

Reviewed on Jan 30, 2026

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $1,861, price is now CA $1,265 per person
CA $1,265
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (477 reviews)
everyone was great room was amazing

Reviewed on Feb 11, 2026

Where to stay in Corkscrew Woodlands

Find the best Corkscrew Woodlands areas and neighborhoods for the activities you enjoy most. Learn more about Corkscrew Woodlands
Panoramic of Estero Bay with its mangrove islands in Bonita Springs

Stoneybrook

1 out of top 10 points of interest in this area

Though Stoneybrook might not have many top sights, you can venture to the surrounding area to see attractions like Miromar Outlets and Stoneybrook Golf Club.

Find hotels in Stoneybrook

Corkscrew Woodlands 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 $458 per night from Feb 16 to Feb 17
CA $458
CA $579 total
Feb 16 - Feb 17
includes taxes & fees
8.8/10 Excellent! (1,856 reviews)
Yes

Reviewed on Feb 6, 2026

Margaritaville Beach Resort Fort Myers
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 $483 per night from Feb 22 to Feb 23
CA $483
CA $586 total
Feb 22 - Feb 23
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
Nice room and perfect location

Reviewed on Feb 1, 2026

Marriott Sanibel Harbour Resort & Spa
Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
1231 Middle Gulf Dr Sanibel FL
The price is CA $597 per night from Mar 5 to Mar 6
CA $597
CA $700 total
Mar 5 - Mar 6
includes taxes & fees
9/10 Wonderful! (1,591 reviews)
Hotel was clean super cute and updated! Staff was excellent! We are definitely going to stay again!

Reviewed on Feb 8, 2026

Sanibel Island Beach Resort
See all 16,505 properties in Corkscrew Woodlands
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 Corkscrew Woodlands vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Corkscrew Woodlands from just CA $619. And the more you bundle, the more you save. Your dream vacation has never been so affordable.
How do I get a cheap travel package to Corkscrew Woodlands?
Book everything in the one place with our Corkscrew Woodlands vacation packages. You'll discover deals on hotels, flights, tours and more that'll keep your travel budget happy and your adventurousness alive. And, with more than 550 airlines and 1,000,000 hotels around the world to choose from, there are endless opportunities to mix and match all you want.
Where should I stay in Corkscrew Woodlands?
With lots to explore in Corkscrew Woodlands, we recommend you lock in a hotel near its attractions. Hertz Arena, Coconut Point Mall and Miromar Outlets are some popular ones to put on your itinerary.
How far in advance should I book my Corkscrew Woodlands vacation?
It can be difficult to know when is the perfect time to book your Corkscrew Woodlands vacation. But usually the earlier you book, the cheaper the prices. Sometimes, you can lock in your flights and hotels up to a year prior to departure. If you're thinking of a last-minute getaway, no need to stress! There are terrific bargains posted on Expedia every day.
What does an Expedia Corkscrew Woodlands travel package include?
Flights, rental cars and hotels — we've got them covered. With Expedia, you can shape your Corkscrew Woodlands package just how you like it. All you have to do is determine exactly what you need. Once you've made your booking, you can add on extras like activities and tours. The more you bundle, the bigger your savings!
What should I know before booking a Corkscrew Woodlands travel package?
Our prices are already low. However, you'll enjoy even more bargains when you book your flights, hotels and car rentals together. With an Expedia travel package, you'll get transparent pricing and loads of choice.
Can I choose my airline with a Corkscrew Woodlands Expedia vacation package?
You can, and with more than 550 airlines to choose from across the globe, it's all about choice. Look through the available options and see which airline suits your budget and needs.
If I'm not able to travel, can I cancel my Corkscrew Woodlands vacation package?
You sure can, and we'll help you every step of the way. You may be able to cancel and rebook your Corkscrew Woodlands vacation package at no cost within 24 hours of booking. However, you may be charged a fee by your airline, hotel or car rental company if your booking is older than that. If life throws you a curveball, visit our Customer Service Portal for more information.

Discover the most popular places to visit in Corkscrew Woodlands

Hertz Arena showing landscape views

Hertz Arena

5/5(4 reviews)

Palm trees may be swaying in the breeze, but inside people are gliding on ice. Select an activity from a roster of things to do at this popular venue.

Hertz Arena

Coconut Point Mall

4.5/5(24 reviews)

You can search for that perfect souvenir at Coconut Point Mall during your stay in Estero. Wander the beautiful beaches or discover the area's beautiful sunsets.

Coconut Point Mall

Things to do

Ft Myers Beach Tiki Pub Fun in the Sun Dolphin Cruise

Ft Myers Beach 2 Hour Tiki Pub Fun in the Sun Dolphin Cruise

CA $61
per adult
Ft Myers Beach 2 Hour Tiki Pub Fun in the Sun Dolphin Cruise
Copacetic Day Sail

Copacetic Day Sail

CA $95
per adult
100% of travellers recommend
Copacetic Day Sail
Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise

Fort Myers Beach: Tiki Pub Fun In The Sun Dolphin Cruise

CA $89
per adult
100% of travellers recommend
Fort Myers Beach: Tiki Pub Fun In The Sun Dolphin Cruise
See all activities in Estero
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.