Ready for endless fun in the sun? At TradeWinds Resort, you can stay at one, and play at two! Our calendar is always full of unbeatable events to build your stay around, so take a look at the upcoming events, activities, and celebrations we have planned, and get ready for your own island adventure!
Fall Calendar: Activities: Sept. 8 - Nov. 25, 2026 Activities: Sept. 8 - Nov. 25, 2026
From Saturday, November 28, 2026 to Sunday, December 27, 2026 November 28, 2026 December 27, 2026 TradeWinds Resort
Step inside Santa’s Pub, where holiday cheer pours as generously as the seasonal spirits. Gather your friends, enjoy specialty drinks inspired by the season, lively entertainment, and celebrate with a little holiday mischief.
HOLIDAY COCKTAIL MENU
Santa’s Secret Stash 🎅
• Buffalo Trace Bourbon | Fernet Branca | Chocolate Bitters | Angostura Bitters | Gingerbread Syrup | Orange Peel & Cinnamon Stick
Gingerbread Smash 🫚
• Jameson Irish Whiskey | Gingerbread Syrup | Fresh Lemon | Mint | Vanilla | Gingersnap Cookie & Cinnamon Sugar Rim
Mrs. Claus’ Cookies 🍪
• Baileys | Vanilla Vodka | Kahlúa | Cream | Gingerbread Syrup | Gingersnap Rim & Whipped Cream
The Frozen Elf 🍭
• Vanilla Vodka | Peppermint Schnapps | Coconut Cream | White Chocolate | Ice Crushed Candy Cane Rim
Santa's Pub Details Santa's Pub Details
This limited-time winter hideaway is available from Nov. 28 - Dec. 27, 2026 at RumFish Sports Bar & Deck.
Island Grand at TradeWinds is the perfect place for your entire crew to just let go and enjoy all the sun and fun Florida has to offer. Parents can relax alongside the soft white sands and warm Gulf waters of St. Pete Beach while kids take advantage of the five pools, kayaking, paddleboarding, high-tide water slide, craft classes, and so much more! There's also kids camps with dedicated programming for ages 5-12. Kids will love to splash and bounce on the floating water park or fly thru the sky on a parasail! With so much recreation, you will need to take time and refuel. Island Grand has an extensive array of options, from grab and go to al fresco dining at Palm Court Italian, where classic red-sauce cuisine and fine wine come together for a welcoming dining experience.
5500 Gulf Blvd, St Pete Beach, FL 33706
Reservations: 800.360.4016
For the love of sand and surf from paddle boarding, snorkeling, and dolphin cruises, to beach fun and sun-kissed sunsets, RumFish Beach is the ultimate aquatic oasis. Dive into our coastal-inspired accommodations located gulf front on the awarding winning shoreline of St. Pete Beach. Grab your flip-flops and head to our adult only pool or the SandBar and unwind while sipping on tropical beach drinks, and listening to gulf coastal vibes, while cozied up to an open fire table. From sunup to sunset, beauty and saltwater adventures are never-ending.
It gets even better at the extraordinary RumFish Grill®, the ultimate under-the-sea dining experience. Dine on Florribbean cuisine with an emphasis on fresh ingredients and medley of spices and island fruits. Inside their massive retail shop, you will find brands like Salt Life, Maui Jims, and a large selection of al-lure-ing jewelry, sportswear, nautical art, and items suited for island life.
6000 Gulf Blvd, St Pete Beach, FL 33706
Reservations: 800.360.4016
