Tradewinds Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩234,741 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Tradewinds

Find the best Tradewinds areas and neighborhoods for the activities you enjoy most. Learn more about Tradewinds
Fort Myers featuring a sandy beach

West End

3 out of top 10 points of interest in this area

While visiting West End, you might make a stop by sights like J. N. Ding Darling National Wildlife Refuge and Bowman's Beach.

Find hotels in West End

Tradewinds Hotel Deals

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
1400 Estero Blvd Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
The price is ₩219,637 per night from Jan 6 to Jan 7
₩219,637
₩277,110 total
Jan 6 - Jan 7, 2026
includes taxes & fees
9/10 Wonderful! (1,020 reviews)
Clean rooms lovely view of Beach and pool area.

Reviewed on Dec 22, 2025

Lani Kai Beachfront Resort
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street Fort Myers Beach FL
The price is ₩650,481 per night from Dec 30 to Dec 31
₩650,481
₩797,967 total
Dec 30 - Dec 31
includes taxes & fees
8.8/10 Excellent! (1,724 reviews)
The room was spotless. The crew were friendly and helpful. The swimming pool was the biggest I’ve ever seen. The location was perfect. Id come back for sure.

Reviewed on Dec 24, 2025

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 ₩460,646 per night from Jan 5 to Jan 6
₩460,646
₩549,721 total
Jan 5 - Jan 6, 2026
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
We stayed at a suite (880) facing the bay which was an amazing view and balcony Positives: location - right before sanibel causeway , 2 pools, not many “rules and regs” like other resorts where you have to pay for lost towels, tip umbrella guys, etc - mini beach area was a bonus, very easy/ casual ...

Reviewed on Dec 24, 2025

Marriott Sanibel Harbour Resort & Spa
See all 12,834 properties in Tradewinds
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 Tradewinds vacation package cost?
Customize your Tradewinds vacation package from only . Pick from any combination of rental cars, flights and hotels to create the trip you've been dreaming of. Remember to add on a few activities!
How do I get a cheap travel package to Tradewinds?
Combine your bookings with Expedia to save big bucks on your next trip. With over 550 airlines and 1,000,000 hotel options across the world, your Tradewinds vacation package can be tailored exactly to suit your travel style. With all that extra money, why not include one or more awesome activities and tours? It's an easy way to unlock even more savings. That dream vacation to Tradewinds is much closer than you thought!
Where should I stay in Tradewinds?
With popular attractions like Sanibel Island Southern Beach and Bowmans Beach in this area, look for a hotel positioned near either of them. J. N. Ding Darling National Wildlife Refuge is another sight in Tradewinds that draws the crowds.
What are the top hotels in Tradewinds?
Secure a room at West End Paradise Unit 3 - One Bedroom Suite W. It's one of the neighborhood's most popular properties. Another top option in Tradewinds is West End Paradise Unit 1 - One Bedroom Suite W.
How far in advance should I book my Tradewinds vacation?
While prices fluctuate, we generally advise booking your spot as early as possible. Most international airfares can be compared on Expedia up to 12 months in advance. If circumstances have left you booking last minute, you may still get lucky. Cheap journeys to Tradewinds sometimes occur only weeks before departure.
What does an Expedia Tradewinds travel package include?
Much of that depends on you. You can choose from a range of Tradewinds packages, such as a rental car, flight and hotel. You can also book a hotel and a flight, or a rental car and a flight. Once you've made your booking, you can add on the fun stuff like experiences and tours. Whatever your Tradewinds vacation looks like, get ready to save!
What should I know before booking a Tradewinds travel package?
Design deals to match your budget with an Expedia package. Hotels, airfares, rental cars — we have everything you need to plan your break. You'll save precious dollars just for combining your bookings. Whether you're taking off on an adventure in the snow or kicking back on a warm beach, your ideal vacation is just clicks away.
Can I choose my airline with a Tradewinds Expedia vacation package?
Expedia offers access to more than 550 airline partners worldwide, so you definitely can. Simply choose your preferred carrier and craft your ideal Tradewinds getaway.
If I'm not able to travel, can I cancel my Tradewinds vacation package?
It's good to know that you can cancel your Tradewinds booking if your travel plans have been upended. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. You may be able to cancel or change for free if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.

Discover the most popular places to visit in Tradewinds

J. N. Ding Darling National Wildlife Refuge showing a bridge as well as a small group of people

J. N. Ding Darling National Wildlife Refuge

See almost anything that flies, swims or crawls in Florida in this protected area. Become acquainted with wildlife while learning about varied species.

J. N. Ding Darling National Wildlife Refuge

Sanibel and Captiva Island Visitor's Center

Sanibel and Captiva Island Visitor's Center is just one of the places to see in Sanibel, so why not enjoy the other things to explore during your travels? Stroll along the seaside or discover the beautiful sunsets in this family-friendly area.

Sanibel and Captiva Island Visitor's Center
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.