Resort Happenings

Get ready for a weekend of sun, fun, and football at the 6th annual Bucs Beach Bash! Stay at the official partner of the Tampa Bay Buccaneers and set sail for the wildest beach party of the year with live beachfront music events and more!

Event Highlights:

• Free Live Beachfront Music Event - Friday and Saturday  🎶
• Music by Uncle Kracker, The Pirate Flag Band, The Fulcos, and The Caribbean Chillers
• Draft Watch Parties - Thursday & Friday night  🏈
• Cornhole Tournament - Saturday
• Special Weekend Activities, and more!

Make it a full pirate weekend with the "Party Like a Pirate" Room Package, or purchase one-day VIP Experience tickets. View Bucs Beach Bash weekend schedule.

Enjoy fresh flavors and featured drinks, served up every week, starting Jan. 19th!

• Margarita Monday @ Playa Taco: Enjoy a margarita flight featuring 4 flavors, plus chips & salsa. Available all day! $22
• Taco Tuesday @ Playa Taco: $2 off all tacos. 50% off Playarita house margarita. Available all day.
• Tequila Tasting Wednesday @ Playa Taco: Enjoy two complimentary 0.5 oz spirit tastings, followed by a classic margarita crafted with the featured spirit. 4 p.m.
• Wine Wednesday @ Palm Court Italian, Pete's Gulf Bistro, and RumFish Grill: 50% off select bottles of wine (priced under $110) during your dining experience.
• Whiskey Tasting Thursday @ Pete's Gulf Bistro: Enjoy two complimentary 0.5 oz spirit tastings, followed by a classic Old Fashioned crafted with the featured spirit. 4 p.m.
• Rum Tasting Friday @ RumFish Sports Bar: Enjoy two complimentary 0.5 oz spirit tastings, followed by a Mojito or Old Fashioned crafted with the featured spirit. 4 p.m.

Country Thunder hits Clearwater May 8–10, just a 30-minute drive from TradeWinds! Stay beachside and enjoy a sun-soaked weekend of Gulf views and your favorite country artists.

Our Country Thunder Beach Package includes:

• Comfortable room accommodations.
• One General Admission ticket for each registered guest on the package, ages 11+.
• Easy access to beachside fun and festival excitement.

Bringing the family? Don’t miss our Kids Adventure Camp, specially created for Country Thunder weekend so younger guests can have their own unforgettable experience.

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

Dinner Specials

Mother's Day dinner specials will be available at Pete's Gulf Bistro.

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!

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.

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!

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! 

• Labor Day Summer Bash with live music performance and dinner event.
• Watermelon eating contest, Red, White & Blue Tie-Dye, kid's crafts.
• Fireworks on the beach!

Join us for the ultimate watch party. Watch the game on the large screen, and enjoy food and drink specials! Catch appearances by a Bucs Legend Player, Captain Fear, Bucs Cheerleaders, Bucs Street Team, and more!

• Raffles and Swag Giveaways
• Quarterback Toss Inflatable
• GIF Photo Machine
• Cornhole and Yard Games

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.

• Dive Into The Vibe: Fright Fest - family friendly pool party
• Pumpkin Decorating
• Poolside Costume Contest
• Trick-Or-Treat around the property! 
• Halloween inspired food and drink specials

Spend Thanksgiving on the beach and enjoy family-friendly activities over the holiday!

• Morning Turkey Trot 5k on the beach
• Pumpkin Pie Eating Contest
• Silent Disco at The SandBox
• Family Flag Football game on the beach

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 at Pete's Gulf Bistro.

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

• Breakfast and Photos with Santa
• Letters to Santa
• Themed Activities: Holiday Photo Scavenger Hunt, Candy Cane Hunt, Ugly Sweater Contest
• Silent Night Disco, and more!

Christmas Day Brunch & Dinner

Celebrate the season with our festive Christmas Buffet, where holiday cheer meets culinary delight. Additionally, enjoy plated Christmas specials at Pete’s Gulf Bistro, Palm Court Italian, and RumFish Grill on Christmas Day, making your holiday truly unforgettable.

Ring in 2027 with an unforgettable New Year’s Eve celebration filled with vibrant energy, exceptional dining, and plenty of fun. Plan a truly memorable evening with special New Year’s Eve dinner offerings at Pete’s Gulf Bistro, Palm Court Italian, and RumFish Grill.

Get ready for food, fun, and football. Join us at RumFish Sports Bar for the big game! Indulge in food and drink specials, compete in lawn games, and play along with our Football Squares!

Celebrate love this Valentine’s Day with a romantic dinner for two and a specially curated Valentine’s menu. Make the day even more memorable with Valentine’s activities like relaxing spa specials, and more.

Celebrate Easter weekend with a lineup of festive holiday happenings for the whole family! Delight the little ones with a surprise Easter basket delivered right to your room, enjoy exciting Easter egg hunts, and take part in a variety of seasonal activities.

Indulge in our popular Easter Brunch or savor specially curated holiday dinners, all designed to make your stay extra memorable.