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Rates as low as $109

Discover 201 things to do at TradeWinds Island Resorts!

Located on St. Pete Beach, voted one of America's Best Beaches by TripAdvisor and 30 minutes from Tampa International Airport (TPA), TradeWinds offers two distinct resorts: TradeWinds Island Grand and Guy Harvey Outpost, a TradeWinds Beach Resort. A short distance from each other on the same award-winning Gulf of Mexico beach, you can experience a vacation like no other because everything you need is all in one place!

Soon it will be time to ditch your lesson plans for toes in the sand. And we have great rates to help you “just let go”.

Discounted Rates

Your discounted rates, which represent 10% off the Best Available Rate, are available year round.

In addition, we have select dates that can save you even more. The dates listed below have rates as low as $109 for hotel rooms and $139 for suites at Guy Harvey Outpost; $129 for hotel rooms and $149 for suites at Island Grand, which represents a discount of more than 50%!

Available dates (with deeper discounts) at Island Grand

May: 13, 14, 15, 16, 23, 24, 28, 29
June: 17, 18

Available dates (with deeper discounts) at Guy Harvey Outpost

May: 14, 15, 16, 28, 29, 30
June: 7, 13, 17, 18

Book your getaway now while these special rates are still available! A valid Teacher/Educator ID will be required upon check-in.

Rates and dates are subject to change without notice and based on availability. Promotion cannot be combined with any other special offer, discount, resort credit, or group code. Rates are available on select dates only. Blackout dates may apply. Rates do not include the nightly Resort Amenity Fee which includes unlimited High Tide Slide and Surf WipeOut rides, cushioned beach cabana for two, guest room WiFi, one parking pass per room, fitness center and tennis court use, mini golf, campfire s'mores, Touch Tank Experience, bottled water and more! 13% tax applies. 

Memorial Day Calendar

Say "hello" to summer and kick-off the season right with nonstop exciting activities all weekend long!

View Holiday Events

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Stop surfing around. Booking direct has its privileges! Learn how to get the BEST RATE by booking here!

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Getaway Magazine

Curl up with our online GETAWAY magazine and get away to the beach. It's the next best thing to being here.

Let's Go!

Visit RumFish Grill

RumFish Grill is a fully immersive experience where visitors can eat, drink, shop and explore.

Explore Today!

SandBox beach lounge

Enjoy your own piece of paradise with VIP Cabanas, campfire s'mores, signature drinks, entertainment and unforgettable sunsets in The SandBox beach lounge.

Learn More!

High Tide Slide

Unlimited rides on the triple-chuted High Tide Slide are now included in the resort amenity fee for every registered guest.

See What's Included!

$150 Resort Voucher

Make the most of your stay at TradeWinds and learn how you can get a $150 TradeWinds Resort Voucher.

Voucher Details