Windward Trip

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Where to stay in Windward

Find the best Windward areas and neighborhoods for the activities you enjoy most. Learn more about Windward
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Palm Island

1 out of top 10 points of interest in this area

If you're spending some time in Palm Island, Don Pedro Island Beach and Lemon Bay are top sights worth seeing.

Find hotel + flight trips in Palm Island

Top hotels in Windward

Baymont by Wyndham Punta Gorda/Port Charlotte
Baymont by Wyndham Punta Gorda/Port Charlotte
2.5 out of 5
9035 Mac Drive, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
The price is ₹6,565 per night from 31 May to 1 Jun
₹6,565
per night
31 May - 1 Jun
8/10 Very Good! (1,006 reviews)
"I recommend! Thank you for the delicious breakfast, clean and comfortable room and for your kindness!"

Reviewed on 25 May 2024

Baymont by Wyndham Punta Gorda/Port Charlotte
Sunseeker Resort Charlotte Harbor
Sunseeker Resort Charlotte Harbor
4 out of 5
4949 Tamiami Trail, 785, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
The price is ₹16,598 per night from 2 Jun to 3 Jun
₹16,598
per night
2 Jun - 3 Jun
9.4/10 Exceptional! (231 reviews)
"the areas around the property, the food hall it is amazing"

Reviewed on 27 May 2024

Sunseeker Resort Charlotte Harbor
The Suites at Fishermen’s Village- 2 Bedroom Suites
The Suites at Fishermen’s Village- 2 Bedroom Suites
3 out of 5
1200 W Retta Esplanade, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
The price is ₹13,180 per night from 10 Jun to 11 Jun
₹13,180
per night
10 Jun - 11 Jun
9.6/10 Exceptional! (550 reviews)
"Fully equipped condo set up. Very clean and comfortable. Employees were very helpful. If they could screen in the balconies it would be great as bugs and birds make it uncomfortable."

Reviewed on 26 May 2024

The Suites at Fishermen’s Village- 2 Bedroom Suites
See all 5,277 properties in Windward
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.

Frequently asked questions

How much does a Windward holiday package cost?
Explore the best of Windward from just . Choose from a wonderful selection of flights, hotels and rental cars to suit your budget. Land even better deals when you add a couple of tours or activities to your holiday package.
How do I get a cheap travel package to Windward?
Creating your own Windward holiday package with Expedia is an easy way to save. We have access to more than 550 air carriers and 1,000,000 hotels globally. With such a fantastic range to pick from, you’ll have no worries putting together your perfect adventure.
Where should I stay in Windward?
We recommend staying near the action. Many travellers like to book hotels in the vicinity of top sights, such as Little Gasparilla Island Beach, Gasparilla Marina and Don Pedro Island Beach.
How far in advance should I book my Windward holiday?
The earlier you book, the better. Air carriers typically release flights nearly 12 months ahead of departure, and this is an excellent opportunity to pick up some of the lowest prices. Boss just told you to use up your holiday time in a few weeks? Don’t fret. Expedia are never short of fantastic deals to whisk you away on the getaway of your dreams, at an affordable price.
What does an Expedia Windward travel package include?
That’s up to you. You can select from a variety of Windward packages, such as a flight, rental car and hotel. 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 the fun stuff like tours and activities. Whatever your dream Windward escape looks like, you’ll save!
What should I know before booking a Windward travel package?
A travel package can be easier on the credit card than separately booking everything you need for your escape. For example, combine your hotels, flights and rental cars and save a packet. Whatever your holiday goals are, you’ll find a package that matches your budget.
If I'm not able to travel, can I cancel my Windward holiday package?
Don’t stress if you’re rethinking your Windward holiday package — you can cancel or change your booking. And if you’ve booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We understand your circumstances can suddenly change, so head to our Customer Service Portal if that occurs. When you’re ready to make changes, we’re ready to help.

Popular places to visit

Image for Little Gasparilla Island Beach

Little Gasparilla Island Beach

Why not spend a lazy afternoon at Little Gasparilla Island Beach during your trip to Placida? Wander the marina and beaches in this relaxing area.

Little Gasparilla Island Beach
Image for Gasparilla Marina

Gasparilla Marina

Explore the waterfront in Placida with a trip to Gasparilla Marina. Wander the beautiful beaches in this family-friendly area.

Gasparilla Marina
Image for Don Pedro Island Beach

Don Pedro Island Beach

Why not spend a lazy afternoon at Don Pedro Island Beach during your trip to Placida?

Don Pedro Island Beach

More trip options

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.