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

Days Inn by Wyndham Port Charlotte/Punta Gorda
Days Inn by Wyndham Port Charlotte/Punta Gorda
3 out of 5
1941 Tamiami Trl, Port Charlotte, FL
Fully refundableReserve now, pay when you stay
The price is ₹5,611 per night from 20 Jun to 21 Jun
₹5,611
per night
20 Jun - 21 Jun
7.6/10 Good! (1,002 reviews)
Great little quick stopover
"The stay was great. The staff was helpful and the room was clean."

Reviewed on 5 Jun 2024

Days Inn by Wyndham Port Charlotte/Punta Gorda
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 ₹12,081 per night from 20 Jun to 21 Jun
₹12,081
per night
20 Jun - 21 Jun
9.2/10 Wonderful! (314 reviews)
"Very easy to get around the property. Many different restaurant options . Clean and well maintained."

Reviewed on 16 Jun 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 ₹12,472 per night from 23 Jun to 24 Jun
₹12,472
per night
23 Jun - 24 Jun
9.6/10 Exceptional! (573 reviews)
"The room was wonderful, beautiful views of the bay and beach. However the floors were filthy. Management needs to hire a tile cleaning company to professionally clean the floors. The dust mop method used by the hotel staff does not work. If you walk aroung barefooted in the room your feet WILL become ..."

Reviewed on 11 Jun 2024

The Suites at Fishermen’s Village- 2 Bedroom Suites
See all 5,301 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 Don Pedro Island State Park

Don Pedro Island State Park

5/5(1 review)

Explore the great outdoors at Don Pedro Island State Park, a lovely green space in Placida. Wander the beautiful beaches in this relaxing area.

Don Pedro Island State Park
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

More trip options

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