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holiday getaways

florida holiday and summer packages

Celebrate with the family in Florida! Family holiday vacation packages

At TradeWinds Island Resorts, every day feels like a holiday, but when the calendar ushers in important holiday dates, things get really festive in St. Pete Beach, especially thanks to our one-of-a-kind Florida holiday packages. We encourage guests to check back often because, like the seasons, these holiday vacation packages won’t last.

Stars, Stripes & Smiles 3-Night Package
ISLAND GRAND GUY HARVEY OUTPOST

3 nights, July 5 - 9, 2018

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To check rates, select 3 nights between July 5 – 9, 2018

  • 3 nights accommodations, at a discounted rate, for two adults
  • Tickets for 2 adults to the Stars, Stripes & Smiles Celebration Party and Cookout Buffet on Saturday, July 7 in The Pavilion at Island Grand
  • Activities at the party include Uncle Sam’s Most Patriotic Costume Contest (wear your wackiest red, white and blue outfit to win), Hula Hoop and Dance Contest, Games of Skill, and DJ spinning Beach Music/Favorite Hits
  • Entrance for ALL guest room occupants to Holiday Carnival on Saturday, July 7 on the beach at Island Grand
  • Carnival includes a variety of inflatable games (Boxing Ring, Bungee Run), inflatable slide, obstacle course and bounce house; classic carnival games and music.
  • Beach Fireworks display on Saturday, July 7 at Island Grand at dusk
  • Nightly Resort Amenity Fee, which includes unlimited rides on High Tide Slide, beach cabana, WiFi and MORE!

*Additional adult and children tickets to the Cookout Buffet can be purchased online during the booking process.
Package is based on availability, restrictions may apply.

Off the Clock & On the Beach 3-Night Package
ISLAND GRAND GUY HARVEY OUTPOST

3 Nights, Aug. 31 - Sept. 4, 2018

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To check rates, select 3 nights between Aug. 31 - Sept. 4, 2018

  • 3 nights accommodations, at a discounted rate, for two adults
  • (2) adult tickets to the Celebration Party and Taste of the Island Buffet on Sunday, Sept. 2 in The Pavilion at Island Grand
  • Activities at the party include Hula Hoop Contests, Games of Skill, Fun Temporary Tattoos, and DJ spinning Beach Music/Favorite Hits
  • Beach Fireworks display on Sunday, Sept. 2 at Island Grand (at dusk)
  • Nightly Resort Amenity Fee, which includes unlimited High Tide Slide rides, beach cabana, WiFi and MORE!

*Additional adult and children tickets to the Celebration Party and Buffet can be purchased online during the booking process. Package is based on availability, restrictions may apply.

Turkey & Tan Lines: Thanksgiving 4-Night Package
ISLAND GRAND GUY HARVEY OUTPOST

4 Nights, Nov. 21 - 24, 2018

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To check rates, select 4 nights between Nov. 21 - 24, 2018

  • 4 nights accommodations, at a deeply discounted rate, for 2 adults (kids under 18 free in room)
  • Black Friday Carnival: entrance for ALL guest room occupants, Fri., Nov. 23rd on the beach at Island Grand
  • Carnival includes a variety of inflatable games (Boxing Ring, Bungee Run), inflatable slide, obstacle course and bounce house; classic carnival games and music
  • Magic Show with family-friendly comedy illusionist, Geoff Williams: reserved seating for ALL guest room occupants, Sat., Nov. 24 at Island Grand
  • $25 retail shopping credit (valid at Guy Harvey Outfitters at RumFish Grill, Beaker’s Gift Shop or the Outfitter Shop)
  • Beach Fireworks display on Sat., Nov. 24 at Island Grand
  • Weekend activities include cider tasting, Turkey Trot 5k, Big Screen Football and Beach Bonfire, and more!
  • Nightly Resort Amenity Fee, which includes unlimited High Tide Slide rides, beach cabana, WiFi and MORE!

*Thanksgiving buffet will be available at Island Grand. Tickets NOT included in package price. Call 727.363.2258 to purchase buffet tickets in advance. Tickets sell out quickly so purchase soon. Package is based on availability, restrictions may apply.

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Getaway Magazine

Curl up with our online GETAWAY magazine and get away to the beach. It's the next best thing to being here.

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Visit RumFish Grill

RumFish Grill is a fully immersive experience where visitors can eat, drink, shop and explore.

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SandBox beach lounge

Enjoy your own piece of paradise with VIP Cabanas, campfire s'mores, signature drinks, entertainment and unforgettable sunsets in The SandBox beach lounge.

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High Tide Slide

Unlimited rides on the triple-chuted High Tide Slide are now included in the resort amenity fee for every registered guest.

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$150 Resort Voucher

Make the most of your stay at TradeWinds and learn how you can get a $150 TradeWinds Resort Voucher.

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