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Schedule of Fun

There's Always Something Going on Here

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!

November Activity Calendar: Activities: November 1 - 21, 2025 Activities: November 1 - 21, 2025

Thanksgiving Activity Calendar: Activities: November 22 - 30, 2025 Activities: November 22 - 30, 2025

Upcoming Events & Activities

Santa's Pub

Santa's Pub

Santa's Pub

From Monday, December 1, 2025 to Monday, December 29, 2025 December 1, 2025 December 29, 2025 TradeWinds Resort

Step inside Santa’s Pop-Up Pub, where holiday cheer pours as generously as the seasonal spirits. Sip festive moonshine cocktails, warm up with spiced winter shines, and enjoy cozy cabin vibes, holiday lights and festive music.

Whether you’re gathering with friends, celebrating after work, or simply craving a dose of holiday magic, Santa’s Pub is the perfect place to sleigh your night.

Warm up with handcrafted Christmas cocktails by Ole Smoky's Moonshine:

🍭 Peppermint Bandito
🍎 Smoky Apple Crumble
🎄 Smoky Salted Caramel Cream
🎅 Santa's Ole Smoky Shot

This limited-time winter hideaway is available from December 1 - 28, 2025 at RumFish Sports Bar. It’s the merriest spot to get your seasonal shine on.

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A Resort With A Beach And Ocean
A Group Of People On A Boat
A Person Sitting In A Tree
A Group Of People On A Beach Posing For The Camera
A Group Of People Sitting At A Table With Food And Drinks
A Man Swimming In The Water
A Person And A Group Of Girls
A Person Riding On The Back Of A Boat In The Water
A Large Swimming Pool With People In It
A Hotel Room With Two Beds
A Resort With A Beach And Ocean

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.

Resort Amenities

  • 28 Beachfront Acres 28 Beachfront Acres
  • 5 Pools, 350 Beach Loungers 5 Pools, 350 Beach Loungers
  • 3 Story Waterslide 3 Story Waterslide
  • Waterway Paddleboats Waterway Paddleboats
  • 381 Rooms + Villas 381 Rooms + Villas
  • Floating Water Park (seasonal) Floating Water Park (seasonal)
  • Multiple Restaurants + Bars Multiple Restaurants + Bars

Contact details

5500 Gulf Blvd, St Pete Beach, FL 33706

Reservations: 800.360.4016

A Beach With Buildings And Trees
A Person Standing In Front Of Water
A Man And Woman Playing Pool
A Bedroom With A Large Bed
A Man And Woman Posing For A Picture In Front Of A Building
A Person And A Child In A Swimming Pool
A Man Standing Next To A River
A Person Standing In Front Of A Body Of Water
A Couple Sitting At A Table
A Beach With Buildings And Trees
Logo, Company Name

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.

Resort Amenities

  • 12 Beachfront Acres 12 Beachfront Acres
  • Touch Tank Experience Touch Tank Experience
  • Multiple Restaurants & Lounges Multiple Restaurants & Lounges
  • 33,500 gallon Aquarium 33,500 gallon Aquarium
  • 352 Rooms + Villas 352 Rooms + Villas
  • 4 Pools, 200 Beach Loungers 4 Pools, 200 Beach Loungers
  • 1 Fire Pit, 5 Open Fire Tables 1 Fire Pit, 5 Open Fire Tables

Contact details

6000 Gulf Blvd, St Pete Beach, FL 33706

Reservations: 800.360.4016