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So many ways to "just let go"
Make a big splash
Find your own special place
Discover something new
It's all here
Two Great Resorts.
Many experiences.

Island Grand Outpost

Florida Vacation Ideas

There is simply no place on the beach that offers as much fun for kids, families, couples, or girlfriends on a getaway … you name how you want to “just let go” and we’ve got it!

We're excited to introduce our top 101 fun-in-the-sun activities so you can enjoy every minute of your visit. There's no other resort that can offer you a three story inflatable waterslide or water park right off the Gulf of Mexico shoreline? Aren’t you ready for a beach vacation where you run out of vacation before you run out of things to do? 

1. Guy Harvey RumFish Grill
Dine on cutting edge seafood, explore the tanks, enjoy nightly live entertainment with indoor and outdoor bars, and shop the 2,200 square foot retail store at the new destination restaurant, Guy Harvey RumFish Grill.

2. WaveJet
Who says you can't surf on Florida's west coast! Experience the latest trend in surfing...the WaveJet.

3. Explore the Tanks
Explore the three saltwater tanks, including the 33,500 gallon aquarium, built by Wayde King and Brett Raymer of Animal Planet's hit series, "Tanked." Tanks are located at Guy Harvey RumFish Grill.

4. Floating Water Park
Floating Water Park, our aqua playground is still creating a big splash. The 15,750 square foot water park is located in the Gulf of Mexico just off the sandy shore at TradeWinds Island Grand.

5. High Tide Water Slide Take a deep breath, close your eyes, and plummet down the three-story tall, 200 foot long, High Tide Water Slide located right on our beach.

6. The SandBox beach lounge
Unwind in our new beach lounge, The SandBox. Enjoy your own piece of paradise with VIP Cabanas, signature drinks, new dining options and unforgettable sunsets. Located at Guy Harvey Outpost.

7. Ride "Bucky" the Shark
Channel your inner cowboy and ride "Bucky" the mechanical shark. Located beachfront at Guy Harvey Outpost.

8. JetLev
Take your beach vacation to new heights at TradeWinds...and experience JetLev. You can literally fly over the Gulf and soar up to 30 feet in the air.

9. Paddleboat
Hop aboard a paddleboat and explore the waterway that is home to our resident swans, Japanese Koi, and a variety of herons and egrets. Fish feeding stations are located alongside the banks.

10. Bungee Trampoline
Combine the fun of a trampoline with the thrill of bungee jumping. Bungee Trampoline is now available for night rides during the weekends. Guests may purchase single ride tokens at the TradeWinds Adventure Center.

11. Li'l Guys at Guy Harvey Outpost
Participate in some fun activities and crafts at Li’l Guys Activity Hut located beachfront at Guy Harvey Outpost.

12. Stand Up Paddleboards
Try the newest sport sweeping the beach. Visit the TradeWinds Adventure Center between 9:00 am and 6:00 pm for rentals.

13. Beach Birthday Bash
A truly unique way to celebrate your birthday! We provide the setting, food, drinks and fun. Call 727.363.2329 to make your reservation or visit the TradeWinds Adventure Center for details on package options.

14. Mini-golf
Challenge yourself to a game of mini-golf which is located in our courtyard.

15. Beaker Tuck-Ins at Island Grand
Create the memory of a lifetime by surprising your kids, on a Saturday evening, with our loveable mascot Beaker. Beaker will visit your room to personally wish them sweet dreams..

16. Waverunners
Cruise the coastline and fly across the waves for some fast-paced fun!

17. Parasail
Sail through the sky, high above the Gulf, for a breathtaking view of St. Pete Beach.

18. Guy Harvey Art Gallery
Read all about Tampa Bay’s different kinds of fish in the Guy Harvey art gallery.

19. Beach Volleyball
Grab friends and family for a game of volleyball on the beach on our ScheldePro courts.

20. Shore Fishing and Beach Walk
Join Captain Tim at the shoreline at Guy Harvey Outpost for a little fishing and to hear some fishing tips.

21. TradeWinds' Bar Crawl 
Pick up your TradeWinds Passport, get it stamped at each of our 5 bars, and then redeem it for a t-shirt proclaiming you as a survivor of the TradeWinds' Bar Crawl!

22. Triple WipeOut Surf Ride
Test your balancing skills on the new "Triple WipeOut" surfing experience. Located beachfront at Guy Harvey Outpost.

23. Toast the Sunset
Sip on your favorite umbrella drink at Salty’s or the Sandbar while watching the sun set over the Gulf.

24. Gyrosphere
Strap yourself in and get ready to twist and turn upside down on our Gyrosphere ride

25. Dance the night away at RedBeard’s Sharktooth Tavern
Join us at RedBeard’s for the best local live entertainment on the beach.

26. Fall asleep under the shade of a beach cabana
Our cushioned, hooded beach cabanas are the perfect spot on the beach for enjoying the Florida sun.

27. TradeWinds Adventure Center
Our TradeWinds Adventure Center team will keep you entertained with activities and crafts for all ages. You can create your own sea shell night light, make your own sea glass jewelry, or play poolside bingo. 

28. Discover a deserted island
Take a trip to Egmont Key where you can snorkel and explore sunken Spanish ruins and wildlife.

29. Watch the dolphins play
Watch for dolphins as you take a trip to Shell Island.

30. Release your stress with a beach massage
Let yourself relax under the hands of our masseuse from Body Works Salon and Spa, as you listen to the waves of the Gulf.

31. Catch a few winks in a beachside hammock
You’ll find plenty of hammocks overlooking the water here at TradeWinds.

32. Play fetch with your pooch in the Pet Play Zone
Unleash your furry friend in our gated Pet Play Zone, complete with grassy area, shaded tables and Adirondack chairs, fire hydrant, doggie water fountain and a fun cartoon standee perfect for a souvenir photo.

33. Reconnect over a romantic dinner
Any night is a special occasion at Palm Court Italian Grill. Enjoy the casual elegance of this intimate restaurant, with savory dishes from creamy pastas to fresh seafood.

34. Beat your friends in a game of cornhole
Just another way to have some fun in the sun. If you haven’t tried your hand at this fun beach game yet, you have to try it!

35. Tackle the Bimini Ring Game
It’s not as easy as it seems. Visit RedBeard’s Sharktooth Tavern or Salty’s to see if you can beat the infamous bimini ring game.

36. Feed the swans
Say hello to our two resident swans, Sandy and Pearl.

37. Hug Beaker
Find Beaker Thursday, Friday and Saturday nights roaming the beach and enjoying the sunset.

38. Calm your mind during YogaFit
Your mind will enjoy the harmony while your body gets toned and fit. Meet at the Fitness Center at 9 a.m. every Friday and Saturday.

39. Unwind in one of our 7 pools
Seven pools, seven ways to relax and have fun! Enjoy one of our family pools beachfront and by the KONK, or take a dip in our Adults Only pool.

40. Wave to your friends at home
Make your friends jealous by waving to them from our Live Beach Cam.

41. Propose
A Gulf of Mexico sunset and our white sand beaches are the perfect backdrop to the perfect proposal. Our beach guys have even been known to lend a helping hand in proposal preparations!

42. Get Married
From romantic beachfront ceremonies, to “I dos” in our lush Garden Courtyard, to receptions in our Island Ballroom, TradeWinds makes sure you have the perfect setting for your most memorable day.

43. Celebrate Years of Love
Whether you’re coming back to where it all started or visiting us for the first time, what better way to celebrate an anniversary than by cuddling in a hammock while watching the sunset.

44. Go fishing
See what’s biting off the shores of our beach (make sure you have a license!) or book an offshore fishing trip. Call the Guy Harvey Outfitter Shop at 727.329.1408 and the Outfitter staff will help with your reservations.

45. Reunite with family
With spacious 2 bedroom suites, luxurious penthouses and all the “fun in the sun” activities you could need in one place, TradeWinds is the perfect place to gather the clan for a much needed reunion.

46. Reconnect with friends
Relaxing spa services, sand-in-your-toes beach bars, bustling downtown St. Petersburg, fun day excursions…there are plenty of great ways for you and your friends to catch up.

47. Watch a movie…poolside
We show all your favorites on our blow up screen by the pool for our Dive-In Movies. Float in the pool or relax in one of our lounge chairs.

48. Cast Net with Fisherman Tim
Learn to throw a cast net with Captain Tim at Guy Harvey Outpost.

49. Search for shells
Florida Fighting Conch, Periwinkle, Fan Scallop…these are just a few of the Gulf Coast shells you may find as you walk along our white sand beaches.

50. Challenge someone to a game of chess 
Test your strength as well as your mind! Our life size version of chess gives you a whole other perspective on this game.

51. Order room service 
Go ahead…stay in bed. We’ll bring you breakfast, lunch or dinner for you to enjoy in your room as you look out onto our property or watch the waves roll in.

52. Soak in a Jacuzzi 
Take a load off. Relax in one of our three bubbling Jacuzzis after a long day of fun!

53. Become a Paradise Rewards member 
Special rates, exclusive offers, discounts, points…do you really need another reason to join?

54. Plan a meeting 
Think of it as another excuse to go on “vacation”. Hosting more than 700 meetings a year, accommodating groups of up to 1,000, TradeWinds excels in meeting services. Make sure to fit in a theme party or unique team building experience ... at TradeWinds Island Grand - your meetings are anything but ordinary!

55. Salute the Summer season
TradeWinds is all about celebrating sunshine! So when summer comes around, we don’t hold back. We celebrate Memorial Day, 4th of July and Labor Day with annual cookout buffets that include music, family fun activities and boomtastic fireworks.

56. Be a “star”
Be a part of our mosaic flag on the 4th of July by being one of the original 13 stars. Don a special star hat as friends and family (and possibly local media!) flash some photos.

57. Watch the game 
Don’t worry about missing any of your favorite teams play. We have a spot saved for you at Beef ‘O’ Brady’s, where the game’s always on.

58. Catch some “Rays” 
Fan or foe, you’re welcome to come enjoy our seasonal Rays Watch Parties out on the beach. A big screen TV truck airs away games as you listen to Rich Herrera broadcast live, collect Rays giveaways and enjoy a cookout and bucket of beer specials.

59. Discover a new wine at Palm Court 
Let your courteous server at Palm Court recommend one of our 16 fine wines by the glass that will pair perfectly with your meal.

60. Go for a jog  
Hey, some people DO exercise while on vacation. With 3 miles of packed sand and a view that can’t be beat, you’ll have no problem fitting in your workout.

61. Hit the courts 
Practice your swing or take up a game with friends and family on our Har Tru tennis courts. Lessons are available through TradeWinds Action Zone.

62. Celebrate a special holiday 
From Valentine’s Day to Christmas we always have something special planned such as a gourmet brunch buffet or an exciting week of holiday themed activities.

63. Ring in the New Year 
There’s no better way to celebrate the end of another year than at TradeWinds! With a live band, delectable buffet, dance contest, champagne toast and more our New Years party is the place to be!

64. Sail into the sunset 
Whether you want some alone time with your sweetie or a memorable experience with friends, the best place to see our dazzling sunsets are on the glistening waters of the Gulf. Sunset sails depart from nearby Dolphin Landings.

65. Hop aboard the trolley 
Want to explore more of the Gulf Coast? The Beach Trolley has a stop right in front of the Island Grand, so you can easily hop on and hop off, whether you want to check out John’s Pass or go all the way up to the Clearwater Marine Aquarium.

66. Explore the area 
Just a half hour from Tampa attractions and only two hours to Orlando it’s easy to take an adventurous day trip and still return to the relaxation of the beach. Resort Transportation, our onsite transportation service, can help you get there!

67. Indulge in Sunday brunch 
Breakfast favorites from carved sirloin, crab claws, pastries and a chocolate fountain … it’s all at Palm Court’s mouthwatering Sunday Brunch.

68. Dress for the beach 
Whether you need a new pair of shades, a beach hat or an outfit for dinner, Beaker’s Tropical Outfitters is your one stop shop for resort wear, including the latest Tommy Bahama fashions.

69. Catch up on your beach reads 
Our sandy nook at Guy Harvey Outpost, dotted with shaded hammocks and swings, is the perfect place to kick back with all those books you need to catch up on.

70. Take up astronomy  
Reflect on your time away from the hustle and bustle by swaying in a beachside hammock and viewing the starry night sky.

71. Be green!  Both Island Grand and Guy Harvey Outpost have a Green Lodging Certification from the Florida Department of Environmental Protection. Help us stay green by using our recycling bins throughout the property and participating in our linen and towel reuse program during your stay.

72. Getaway in our Oasis Courtyard 
Need your own time out? Complete with a pool and a Jacuzzi, the Oasis Courtyard at Guy Harvey Outpost is our adults only retreat.

73. Shop on Corey Avenue 
Just a short drive or walk from TradeWinds, Corey Avenue is lined with fun and chic clothes stores, art galleries and even a pet boutique.

74. Make new friends 
Whether it’s at the bar or while lounging on the beach, you never know who you’ll meet! Our guests range from all over the US and even “across the pond”.

75. Get a tattoo … sort of 
Our fun air brush tattoos are a great way for your kids to look like their favorite movie star or sports player, without any of the permanency. Visit our Kids Calendar for details on days and times.

76. Make a splash 
Think you can make the biggest splash? Our belly flop contest gives you the chance to show off your skills. See our Kids Calendar for days and times.

77. Master the hula hoop 
Great fun for kids and the young at heart! See how long you can keep your hoop up. See our Kids Calendar for days and times.

78. Guy Harvey Outfitter Shop
Visit the Guy Harvey Outfitter Shop for all your Guy Harvey gear and tour information for fishing, diving and watersports.

79. Save on your vacation 
From a romantic getaway to a vacation with Fido, TradeWinds offers fun packages to enhance your stay with the best value.

80. Fly a kite 
Our beach is the perfect place for your kite to catch some wind. 

81. Practice your ping pong skills 
Practice your techniques at our ping pong table right outside of the KONK Club.

82. Dive-In Movies
Grab a raft, jump in or sit poolside and watch a feature film on our inflatable big screen at the beachfront pool.

83. Learn about sea turtle nesting 
From May to October you may see sea turtle nests around our beach. TradeWinds is known for their turtle friendly amber lighting, which deters confused baby turtles from coming up to buildings.  Instead, they go out into the Gulf. TradeWinds was also the first property to plant sea oats, which are an effective sand binding grass that helps aid in the formation and stabilization of dunes, therefore giving a natural habitat for sea turtle nests.

84. Satisfy your hunger at Flying Bridge 
Turkey burger, crab cake sandwich, fresh grouper sandwich … everyone has a favorite at this beachside lunch spot.

85. Have a leisurely meal at Guy's Gulfside Grill
All you have to do is just step out of the pool to enjoy a relaxing lunch or dinner at Guy's Gulfside Grill.

86. Ease into your morning  
Don’t worry … we know how important that cup of morning joe is. Just pay a visit to Awakenings at Island Grand or Perks Up at Guy Harvey Outpost and we’ll make sure you start your day off right!

87. Stock Up  
All of our guest rooms come equipped with a fridge so feel free to stop by the Deli and stock up on essentials such as snacks for the beach or wine for a night in.

88. Notice “what’s in a name”  
Take a look at some of TradeWinds’ buildings and meetings rooms and you’ll notice that they are all named after tropical flowers and birds.

89. Become a photographer 
From glowing sunsets to graceful swans to gorgeous flowers and greenery, you’ll have no problem finding a photo opportunity here.

90. Glow in the dark fun 
The sun is gone but the fun is still on when we play nightspiker volleyball and glow golf under the stars lighted by groovy black lights. Check out our Activities Calendar for details.

91. Take a romantic getaway 
Our specialty romance rooms (complete with an in-room Jacuzzi) serve as the perfect backdrop to a romantic night away from home.

92. Perfect your swing  
We’re not far from some of the areas best golf courses. A visit to our concierge, located in the lobby, will have you booking a tee time in no time.

93. Observe nature 
When walking around property you may notice nesting Green Herons along the Island Grand's waterway. Each year a new generation returns to raise young of its own.

94. Cheer on the Rays  
Just 15 minutes away from Tropicana Field, it’s easy to catch a Ray’s game while you’re visiting the beach.

95. Discover downtown St. Pete 
From museums to restaurants to shops, there is no shortage of things to see and do in downtown St. Petersburg.

96. Get a new pet 
Our Hermie Races allow kids to pick their favorite hermit crab and cheer them on as they race to the finish. After the races kids can take their new buddy home with all the supplies they’ll need to take care of them. Check our Activities Calendar for details.

97. Life-Size Kinect 
Grab your friends or come alone and play kinect on our enormous inflatable movie screen. Check our Activities Calendar for details.

98. Build-A-Buddy 
One of our most popular activities, kids light up at the chance to stuff and fluff their new friend. Check our Activities Calendar for details.

99. Sway to live entertainment at Salty’s 
The tunes of the best musicians on the beach will have your feet tapping as you watch the sunset and enjoy a frosty drink.

100. Build a sandcastle 
Our friendly beach attendants have an abundance of pails and sand molds … perfect for building a sandcastle masterpiece!

101. Relax! 
Depart from your daily hustle and bustle and “just let go”!



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TradeWinds Guy Harvey Outpost | TradeWinds Island Grand | St. Pete Beach, FL 33706
| | © 2015 TradeWinds Island Resort

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