Ready for endless fun in the sun? At TradeWinds Resort, you can stay at one, and play at two! Our calendar is always full of unbeatable events to build your stay around, so take a look at the upcoming events, activities, and celebrations we have planned, and get ready for your own island adventure!
Spring Activity Calendar: Activities: March 9 - May 22, 2026 Activities: March 9 - May 22, 2026
From Friday, May 1, 2026 to Tuesday, May 5, 2026 May 1, 2026 May 5, 2026 TradeWinds Resort
Join us Friday through Tuesday for a five-day Cinco De Mayo celebration packed with flavor and fiesta vibes at Playa Taco!
Friday–Sunday | Fiesta Weekend
Kick off the celebration with specialty margarita flights.
Monday | Margarita Monday
Sip into the holiday with featured margarita specials.
Tuesday | Taco Tuesday Finale
End the fiesta with our Taco & Tequila Flight Special—3 tacos paired with 3 mini tequila pours for the ultimate Cinco De Mayo experience.
Island Grand at TradeWinds is the perfect place for your entire crew to just let go and enjoy all the sun and fun Florida has to offer. Parents can relax alongside the soft white sands and warm Gulf waters of St. Pete Beach while kids take advantage of the five pools, kayaking, paddleboarding, high-tide water slide, craft classes, and so much more! There's also kids camps with dedicated programming for ages 5-12. Kids will love to splash and bounce on the floating water park or fly thru the sky on a parasail! With so much recreation, you will need to take time and refuel. Island Grand has an extensive array of options, from grab and go to al fresco dining at Palm Court Italian, where classic red-sauce cuisine and fine wine come together for a welcoming dining experience.
5500 Gulf Blvd, St Pete Beach, FL 33706
Reservations: 800.360.4016
For the love of sand and surf from paddle boarding, snorkeling, and dolphin cruises, to beach fun and sun-kissed sunsets, RumFish Beach is the ultimate aquatic oasis. Dive into our coastal-inspired accommodations located gulf front on the awarding winning shoreline of St. Pete Beach. Grab your flip-flops and head to our adult only pool or the SandBar and unwind while sipping on tropical beach drinks, and listening to gulf coastal vibes, while cozied up to an open fire table. From sunup to sunset, beauty and saltwater adventures are never-ending.
It gets even better at the extraordinary RumFish Grill®, the ultimate under-the-sea dining experience. Dine on Florribbean cuisine with an emphasis on fresh ingredients and medley of spices and island fruits. Inside their massive retail shop, you will find brands like Salt Life, Maui Jims, and a large selection of al-lure-ing jewelry, sportswear, nautical art, and items suited for island life.
6000 Gulf Blvd, St Pete Beach, FL 33706
Reservations: 800.360.4016
