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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!

October Activity Calendar: Activities: October 1 - 31, 2025 Activities: October 1 - 31, 2025

Halloween Activities: October 31, 2025 October 31, 2025

Upcoming Events & Activities

Pickleball

Pickleball

Pickleball

From Sunday, January 8, 2023 January 8, 2023 TradeWinds Resort Every Friday, Sunday ...

Our complimentary pickleball offerings are a great way to experience the fast-paced and exciting game of pickleball. Led by experienced instructors, these clinics provide a fun environment where adults can learn the rules, develop basic skills, and enjoy friendly competition with others. All equipment provided, just bring your tennis shoes!  Meet Coach Jack at the Pickleball Courts, located at Island Grand. FREE

Pickleball Open Play with Coach: every Friday from 10 am - 11 am.
Pickleball Mixer: every Friday from 11 am - 12 pm.
Pickleball Clinic: every Sunday from 11 am - 12 pm. For ages 8+


Looking for private lessons? Call our Tennis and Pickleball Pro, Coach Jack, to reserve your time slot.
Price varies for private lessons. 727.280.4276

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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