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
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 – Test your knowledge with lighthearted trivia like "How Well Do You Know Your Mom?" and other playful challenges.
- Mom & Me Sea Glass Art Class – Get creative together as you design beautiful keepsakes using sea glass treasures.
- Yoga & Mimosas – Start the day with a blissful stretch session followed by a refreshing mimosa to toast to mom.
- Sip & Paint – Enjoy a relaxing painting experience with a glass in hand—no artistic experience required!
- Mother’s Day Sale – Treat mom to something special with 20% off all women’s apparel at RumFish Beach Life and Outfitters Shop.
- Pamper Mom at the Spa - Book a side-by-side massage with Mom and enjoy special perks. Available Mother's Day weekend only. Discount can be used at any of our three on-property shops: RumFish Beach Life, Outfitters, and ShipWreck Trading Co. Redeemable through May 31, 2025.
- Complimentary aromatherapy for both guests
- $10 Retail voucher per person with the purchase of a 50-minute massage
- $20 Retail voucher per person with the purchase of an 80-minute massage
- Mother's Day Dinner Special - at Palm Court Italian. Reserve online or call 727.363.2358.
- Mother’s Day Brunch at RumFish Grill – Savor a decadent buffet-style brunch featuring classic favorites and coastal-inspired delights.
Seas the Summer Memorial Day Weekend
Stay at TradeWinds over Memorial Day weekend and kick off the summer with all our holiday happenings. From watermelon eating contests to a family-friendly holiday poolside bash and Glow Beach Bash for teens, there's something for everyone!
- Live music/DJ and food specials all weekend!
- Enjoy specialty cocktails from our new poolside bar, Slush Bar.
- Family-friendly Holiday Poolside Party with frozen t-shirt contest, watermelon eating contest, poolside crafts and entertainment!
- Glow-In-The-Dark Beach Bash: Light up the night during this electric evening of fun! Join us for a round of glow volleyball or challenge your friends to glow corn hole and so much more!!
- Fantastic Fireworks display on the 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!
- Specialty cocktails and food specials all weekend long!
- Be A Star: Make a giant American Flag on the beach out of beach towels.
- Family-friendly poolside parties with contests, prizes, and more.
- Fireworks display on the beach.
- Glow Beach Bash with games, contests, and entertainment.
- Additional Fun: Red, White and Blue Tie Dye, Frozen T-Shirt Contest, Cornhole Tournament, and more!
Labor Day Weekend Activities
Close the chapter on summer with a spark-tacular weekend Gulf front at TradeWinds Resort 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!
- Specialty cocktails and food specials all weekend long.
- Glow Beach Bash and Friday Night Fever pool party.
- Watermelon eating contest, frozen t-shirt contest, kid's crafts, and more.
- Fireworks on the beach!
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
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.
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.
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.
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!
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.
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!
