Annual Events

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

Activities

A Little Girl Sitting On A Bench

Labor Day Weekend Activities

Close the chapter on Summer 2022 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, such as beachfront cornhole, poolside games, and thrill-seeking rides. RumFish Grill is hosting a deck party with live music alongside food and drink specials to keep you lit throughout the weekend! Celebrate Florida’s endless summer with fireworks on the beach Sunday!

  • Labor Day Deck Party at RumFish Grill with live music, plus food & drink specials - Saturday, Sept. 3rd and Sunday, Sept. 4th at noon.
  • 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 - Sunday night, Sept. 4th.

View our Labor Day activity calendar for dates and times.

View Labor Day Calendar View Labor Day Calendar

A Group Of People Sitting At A Table With A Cake

Bucs Beach Bash 2022

Get ready for a weekend of sun, fun, and football at the 3rd annual Bucs Beach Bash, Sept. 9 - 11, 2022. 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!

BUCS BEACH BASH EVENT SCHEDULE:

Friday, September 9

  • 5 pm - Bucs Beach Bash Kick-off at RumFish Grill with food and beverage specials, live music, Tampa Bay Buccaneers past game highlights plus appearances from Bucs Street Team with official Buccaneers swag items!

Saturday, September 10

  • 1 pm - Cornhole Tournament Check-In/Practice. Registration required.
  • 2 pm - Cornhole Tournament - Winner receives 2 Gamedayay Getaway Tickets!** 
  • 4 pm - Live DJ, contests, and happy hour specials.
  • 8 pm - Live beach concert.

Sunday, September 11

  • 1 pm - Cornhole Tournament Check-In/Practice. Registration required.
  • 2 pm - Cornhole Tournament  - Winner receives (2) tickets to a Tampa Bay Buccaneers football game!
  • 4 pm - Live DJ, contests, and happy hour specials.
  • 8 pm - Buccaneers gameday WATCH PARTY! The season opener - Tampa Bay Buccaneers -vs- Dallas Cowboys on the huge outdoor screen - GO BUCS!

**Gameday Getaway (awarded to the cornhole tournament winner on day one) - A VIP Experience to the away game in Cleveland on Nov. 27, Buccaneers vs. Browns. Includes: Private chartered plane - food and cocktails provided on the flight, escort to and from airports in Tampa and Cleveland, and more!

Party Like a Pirate VIP Package

A Party Like a Pirate 2-night package is also available. Get exclusive access to the VIP Lounge/Bar during Saturday's live music concert and Sunday's Watch Party when you book this 2-night package.  Plus get extra goodies to Friday night's Tailgating Experience at RumFish Grill, discounted registration link to the cornhole tournament, and more!

Book Now View Party Like a Pirate Package Details

A Plate Of Food And A Glass Of Wine

Thanksgiving Weekend - Turkey & Tan Lines Thanksgiving Package

  • Accommodations at a discounted rate.
  • 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.

*Please check back for event and package 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.

*Please check back for event and package details.

A Group Of Fireworks In The Sky

Toast by the Coast - New Year's Eve Party

Grab your loved ones and ring in the new year at our popular New Year's Eve celebration!

  • Enjoy music by a headliner band.
  • Extensive hors d' oeuvres buffet, chef’s carvery and pasta bar, decadent dessert table and full open bar with liquor, beer and wine!
  • Photo booth, champagne toast, balloon drop at midnight, fireworks display on the beach.
  • Kids New Year's Eve Party (ages 4-12) is usually available for an additional fee and includes crafts, games, movies and more! Dinner included. Kid's party is for hotel guests only.

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.

*Please check back for event and package details.

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.

*Please check back for event and package details.

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.

*Please check back for event details.

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 at 9 pm