
Tradewinds Vacations from $425
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Your Tradewinds Vacation
Booking a tailor-made Tradewinds vacation package is a great way to become familiar with this unique neighborhood. From its hot spots to its little-known gems, there's plenty to discover. Kick start your trip to Tradewinds by heading to nearby attractions such as Sanibel Island Southern Beach, Bowmans Beach and J. N. Ding Darling National Wildlife Refuge. Whatever your travel plans or the size of your budget, booking your perfect Tradewinds vacation is easy with Expedia.
The Latest Tradewinds Vacation Packages

Hyatt Place Fort Myers/at The Forum
Reviewed on Nov 8, 2025

Matanzas Inn Bayside Resort and Marina
Reviewed on Nov 9, 2025

Hyatt Vacation Club at Coconut Cove, Bonita Springs
Reviewed on Nov 9, 2025

The Perry Hotel Naples
Reviewed on Nov 12, 2025

OYO Waterfront Hotel - Cape Coral/Fort Myers, FL
Reviewed on Mar 18, 2025
Where to stay in Tradewinds

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

Margaritaville Beach Resort Fort Myers
Great staff and clean and comfortable room.
Reviewed on Nov 11, 2025

Lani Kai Beachfront Resort
Friendly staff, room was clean, easy to find parking (but you have to pay for parking even if you are a guest of the hotel). Parking is in addition to a resort fee. They responded to our questions right away. Great atmosphere with music. I wish the information was updated that the sunroof deck bar ...
Reviewed on Nov 9, 2025

Hilton Garden Inn Ft Myers
Good 👍
Reviewed on Nov 7, 2025
Discover the most popular places to visit in Tradewinds

Sanibel Island Southern Beach
Why not spend a lazy afternoon at Sanibel Island Southern Beach during your trip to Sanibel?

Bowman's Beach
Relax and revel in a visit to one of the area’s most beautiful beaches, great for swimming, fishing and finding special seashells.

Sanibel Island Lighthouse
Although nobody knows how many shipwrecks it’s prevented, this lighthouse has been a welcome beacon for over a century. Visit it on an island that’s noted for shell collecting.
Things to do

Fort Myers Beach Sunset Excursion
























