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

Labor Day: Last Splash Summer Bash
Close the chapter on summer with a spark-tacular weekend with sand between your toes and a cocktail in your hand, as well as activities galore. End summer with a BANG and enjoy fireworks on the beach! Plus get 20% off merchandise at RumFish Beach Life Boutique (excluding Maui and Costa Eyewear).
Friday, Aug. 29th
- 12 - 4 pm: Dive Into The Vibe Holiday Pool Party
- 4 pm: Cornhole Tournament on the beach
Saturday, Aug. 30th
- 12 - 4 pm: Dive Into The Vibe Holiday Pool Party
- 2 pm: Watermelon eating contest at the Beachfront Pool
- 4 pm: Red, White & Blue Tie-Dye - Create your own patriotic keepsake
- 6 and 7:30 pm: Salty's Sunset Cookout - reservations required
Sunday, Aug. 31st
- 12 - 4 pm: Dive Into The Vibe Holiday Pool Party
- 2 pm: Frozen T-Shirt Contest at the Beachfront Pool
- 5 - 9 pm: Labor Day Celebration: Last Splash Summer Bash on the RumFish Lawn and Beach: Beachfront party with Glow Beach Bash activities, balloon artists, face painters & caricature artists
- 6 - 9 pm: Beach Bash BBQ - reservations required
- 7 - 9:30 pm: Live Concert
- Dusk: Holiday Dive-in Movie at Cypress Family Pool
- 9 pm: Fireworks Finale on the beach!
Last Splash Summer Bash
Our signature event is exclusive for resort guests only. Kick off your flip-flops and dive into the fun with festive games for all ages, a live concert performance, and a sky-brightening fireworks finale over the beach. Cool down with a red, white & blue frozen mocktail or raise a glass of our signature cocktail as you take in the high-energy holiday vibes. Upgrade your evening with our Beach Bash BBQ - a premium dining experience.

Labor Day: Last Splash Summer Bash

Halloween Weekend
Carve into your calendars to plan a gathering with your best witches and wizards, for we will brew up some spooky activities over Halloween weekend.
- Halloween Poolside Crafts
- Spooky Splash Bash Pool Party
- Trick-Or-Treat around the property!
- Poolside Costume Contest and Halloween Party

Halloween Weekend

Thanksgiving Weekend
Spend Thanksgiving on the beach and enjoy family-friendly activities over the holiday!
- Morning Turkey Trot 5k on the beach
- Pie Eating Contests
- Holiday Poolside Bash and Poolside Crafts
Thanksgiving Brunch & Dinner Specials
Experience a Thanksgiving Brunch Buffet where indulgence meets tradition. Savor an array of seasonal delicacies, from traditional roasted turkey with all the fixings to decadent desserts that capture the warmth of the season. A special Thanksgiving dinner menu will also be served inside Palm Court Italian and RumFish Grill.

Thanksgiving Weekend

Christmas Weekend Activities
Stay at TradeWinds over Christmas weekend and enjoy all the Holiday Happenings that we offer our guests!
- Poolside Ugly Sweater Contest
- Mistletoe Mania poolside bash with games, trivia and more!
- Letters to Santa
- Sea-sonal Poolside Holiday Crafts
Christmas Day Brunch & Dinner
Celebrate the season with our Christmas Buffet at Island Grand, where festive cheer meets culinary delight. A traditional plated Christmas dinner is also served at RumFish Grill and Palm Court Italian on Christmas day.

Christmas Weekend Activities

New Year's Eve Party & Dinner Experiences
Ring in 2025 with an unforgettable evening of vibrant energy and entertainment. We offer a variety of party options that are tailored to meet everyone's needs including a family-friendly Disco Party, Masquerade Party for ages 21+, and a Glitter & Glow Kids Party.
Plan for a memorable New Year's Eve with dinner specials being offered at both Palm Court Italian and RumFish Grill.

New Year's Eve Party & Dinner Experiences

Valentine's Day Events
Valentine's Day Dinner
Spice things up on Valentine's and enjoy a romantic dinner for two with a special Valentine's dinner menu that is offered at Palm Court Italian and RumFish Grill. Also enjoy special Valentine's activities including Couples Sip n' Paint, Decorate your own Valentine, Spa Specials, and more!

Valentine's Day Events

Easter Weekend Eggstravaganza!
Stay at TradeWinds over Easter weekend and enjoy all the Holiday Happenings that we are offering our guests!
- Easter Basket Deliveries
- Themed crafts: Build-A-Bunny, Easter ceramics
- Easter Sunrise Service
- Easter Egg Hunt and holiday Dive-In Movie
- Pictures with the Easter Bunny, and more!
Easter Brunch and Dinner Specials
Our popular Easter Brunch will be inside the Grand Palm Colonnade, and special Easter dinner menus will be available at RumFish Grill and Palm Court Italian.

Easter Weekend Eggstravaganza!

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 and prepare to set sail for the wildest beach party of the year with live beachfront music events and more!

Bucs Beach Bash

Mother's Day Specials
Treat the most important woman in your life to a sun-soaked escape filled with love, laughter, and a little bit of indulgence. Whether she loves a fun challenge, a creative escape, or pure relaxation, we have the perfect lineup of activities to make her feel extra special!
- Themed Poolside Fun
- Mom & Me Sea Glass Art Class
- Yoga & Mimosas
- Sip & Paint
- Pamper Mom with Spa Specials
Easter Brunch and Dinner Specials
Savor a decadent buffet-style brunch featuring classic favorites and coastal-inspired delights. A special dinner menu will also be served at Palm Court Italian and RumFish Grill.

Mother's Day Specials

Memorial Day Weekend
Kickstart your summer with a weekend full of festive, family-friendly fun! Dive into the patriotic spirit with lively pool parties and themed games, and our popular Salute to Summer Celebration.
- Family-friendly Pool Parties
- Watermelon Eating Contest and Red, White and Blue Tie Dye
- Fireworks display on the beach!

Memorial Day Weekend

Father's Day
Celebrate Father's Day Island-Style!
Make Father's Day unforgettable with a weekend of sun, games, and great style! Enjoy a lively fatherly celebration at Breck Pool, at Island Grand. The fun kicks off with family-friendly competitions like the Belly Flop Contest, a "Father Figures" Swim Relay, and “Dad Facts & Fiction” Trivia, plus classic yard games. Don't miss this beachfront bash that's all about fun, flavor, and celebrating the father figures who do it all! Also offering Father's Day Specials at Palm Court Italian and RumFish Grill.

Father's Day

4th of July Weekend
Celebrate this spark-tacular weekend with activities and entertainment all weekend long! Enjoy our popular Star-Spangled Beach Bash with live concert and dinner buffet.
- Themed drink specials all weekend long
- Stars & Stripes Family Pool Party
- Watermelon eating contest, frozen t-shirt contest, kid's crafts, and more.
- Star-Spangled Celebration and Taste of Freedom Dinner Buffet
- Fireworks on the beach!

4th of July Weekend