Annual Events

TradeWinds offers the perfect setting for a holiday weekend getaway or special event. Check back as the holidays approach for event details.


A Group Of People Walking On A Beach

Christmas Weekend Activities

Stay at TradeWinds over Christmas weekend and enjoy all the Holiday Weekend Happenings that we are offering our guests!

  • Winter Wonderland Poolside Bash with games, trivia, contests and more!
  • Sea-sonal Poolside Crafts including: Snow Globes, Christmas Buddies, Ornaments and more!
  • Nightly Christmas-themed Dive-In Movies
  • Customize your own Stocking, Story Time and Pictures with Santa
  • Corn Hole Tournament and Glow Volleyball Beach Bash with a DJ playing your favorite hits!

A traditional plated Christmas dinner available at RumFish Grill and Palm Court Italian Grill on Christmas day.

A Group Of Fireworks In The Sky

Toast by the Coast - New Year's Eve Party

Join us on New Year’s Eve to party the year away with your toes in the sand and champagne in your hand! Tickets are on sale now for our Toast by the Coast New Year’s Eve Party.  Don’t miss the opportunity to savor the ending hours of 2022 with a full open liquor bar and an extensive hors d'oeuvres buffet, chef’s carving station, pasta bar, and a decadent dessert table. Groove the night away with DJ Lorenzo as he plays a non-stop decade of dance hits including disco, soul, and rock n' roll. Make sure to capture your ending 2022 memories at the photo booth (from 8 p.m. - 11:45 p.m.) before you ring in the New Year with a champagne toast and possibly a kiss! Price: $200 per person

Kids (ages 5-13) can attend their own New Year's Eve celebration for an additional fee. Includes dinner, crafts, games, movies and more! Please note, Kid's party is for resort guests only. Dinner included. $100 for first child, $60 each additional. Reservations and payment can be made at the Adventure Center, located at Island Grand.

Don't forget to book a room so you can take the elevator home instead of driving home. Must be 21 years or older to attend the Toast by the Coast Party.

A Little Girl Standing Next To A Beach

Easter Weekend Eggstravaganza!

Stay at TradeWinds over Easter weekend and enjoy all the Holiday Weekend Happenings that we are offering our guests!

  • Easter egg hunt in the Garden Courtyard. The Easter Bunny hides thousands of treat filled eggs for your little ones to find.
  • Easter Baskets deliveries - make sure the Easter Bunny knows where you're sleeping so your little ones won't be disappointed on Easter morning.
  • Easter Sunrise Service - Join us for an unforgettable way to begin Easter with a beachfront sunrise service.

A plated dinner is available at RumFish Grill and Palm Court Italian Grill on Easter Sunday.

Fireworks In The Sand On A Beach

Seas the Summer Memorial Day Weekend

Stay at TradeWinds over Memorial Day weekend and kick off the summer with all the Holiday Weekend Happenings that we offer our guests!

  • Food and drink specials all weekend!
  • Holiday Poolside Party with games, contests, poolside crafts and entertainment!
  • Glow Beach Bash featuring Glow Volleyball and Glow Corn Hole - all set to a DJ playing your favorite hits!
  • Fantastic Fireworks display on the beach.
A Blue Umbrella Sitting On Top Of A Sandy Beach

Red, White & Views 4th of July Weekend

Celebrate this spark-tacular weekend with sand between your toes and a cocktail in your hand, not to mention activities and entertainment throughout the holiday weekend!

  • Food and drink specials all weekend!
  • Beachfront Cornhole
  • Daily Festive Crafts
  • Poolside Games, and Contests
  • Live Music
  • Fireworks on July 4th
A Little Girl Sitting On A Bench

Labor Day Weekend Activities

Close the chapter on summer with a spark-tacular weekend Gulf front at TradeWinds Island Resorts with sand between your toes and a cocktail in your hand, as well as activities galore. Celebrate Florida’s endless summer with fireworks on the beach Sunday!

  • Labor Day Deck Party at RumFish Grill with live music, food & drink specials.
  • Glow Beach Bash featuring Glow Volleyball, Glow Corn Hole and Glow Ladderball - all set to a DJ playing your favorite hits!
  • Pool party featuring a DJ spinning beachy jams and games of skill, plus prizes. (Family Friendly)
  • Volleyball pool contest, kid's crafts, sunset paddleboat rides, and more!
  • Fireworks on the beach.
A Person Playing Frisbee On The Beach

Bucs Beach Bash

Get ready for a weekend of sun, fun, and football at the annual Bucs Beach Bash. Stay at the official partner of the Tampa Bay Buccaneers where you can party like a pirate and enjoy live music on the beach, happy hour specials, the Buccaneers season opener and more!

*Check back for event and package details.

A Group Of People Wearing Clothing

Halloween Weekend Activities

Carve into your calendars to plan a gathering with your best witches and wizards, for we will brew up some spooky activities this Halloween weekend!

  • Party Like a MonSTAR RumFish Pool Party and Beaker's Spooky Splash Bash
  • Potion Commotion supervised kids camp
  • Spooky Story Time around the campfire
  • Trick-Or-Treat around the property
  • Costume Contest for a chance to win big!
A Plate Of Food And A Glass Of Wine

Thanksgiving Weekend

Indulge in beach fun with our Turkey & Tan Lines Package plus holiday activities for the whole family.

  • Morning Turkey Trot 5k on the beach
  • Punt, Pass and Kick Competition, and Corn hole tournament
  • Beaker's Poolside Bash and Poolside Crafts
  • Dive in Movies and Glow Beach Bash

A traditional Thanksgiving dinner available at RumFish Grill and Palm Court Italian Grill on Thanksgiving day.