Windward Holidays

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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 hotels 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 €93 per night from 9 Dec to 10 Dec
€93
includes taxes & fees
9 Dec - 10 Dec
7.6/10 Good! (1,004 reviews)
"Clean"

Reviewed on 20 Nov 2024

Days Inn by Wyndham Port Charlotte/Punta Gorda
Sunseeker Resort Charlotte Harbor
Sunseeker Resort Charlotte Harbor
4.5 out of 5
5500 Sunseeker Way, 785, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
The price is €197 per night from 28 Nov to 29 Nov
€197
includes taxes & fees
28 Nov - 29 Nov
9.2/10 Wonderful! (623 reviews)
"The property was one of the best overall facilities we have ever stayed at. They were still repairing property damage incurred during recent hurricanes. The rooms were very nicely appointed. All the restaurants offered huge, delicious portions that really should be shared if traveling with a companion. ..."

Reviewed on 23 Nov 2024

Sunseeker Resort Charlotte Harbor
Country Inn & Suites by Radisson, Port Charlotte, FL
Country Inn & Suites by Radisson, Port Charlotte, FL
2.5 out of 5
24244 Corporate Ct, Port Charlotte, FL
Fully refundable
The price is €84 per night from 9 Dec to 10 Dec
€84
includes taxes & fees
9 Dec - 10 Dec
7.6/10 Good! (1,013 reviews)
"I liked the customer service at the front desk. On my trip I forgot my toothbrush and asked it the hotel had one I could buy. The attendant gave one at no cost. The only thing I thought that could be changed was the breakfast choices on the weekends. On both Saturday and Sunday the same hot items ..."

Reviewed on 23 Nov 2024

Country Inn & Suites by Radisson, Port Charlotte, FL
See all 5,060 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.

Things to do

This a 2022 Sportsman 232. It fits six people.

Punta Gorda Private Charter

€536
Per adult
Punta Gorda Private Charter
Local Island Shells

Shelling on Don Pedro Island 6hr Trip

€723
Per adult
Shelling on Don Pedro Island 6hr Trip
Local Island Shells

Four Hour Beach Day/ Cayo Costa State Park

€536
Per adult
Four Hour Beach Day/ Cayo Costa State Park
See all activities in Placida
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.