• Skip to primary navigation
  • Skip to main content
  • Skip to primary sidebar
  • Home
  • About/Hire Me
    • About Me
    • Hire Me
    • Contact
    • Family
    • Faith
    • FAQ
    • My Running Story
    • Recipes
  • Disney
  • Fitness
    • runDisney Information Page
    • Fitness
    • Races
  • Parenting
  • Travel

Through Heather's Looking Glass

  • Disney
  • Fitness
  • Travel
  • family
  • About Me

Just Let Go at TradeWinds Island Grand

March 24, 2021 | Travel

Disclosure: This post is sponsored by TradeWinds, however, all opinions are my own.

A couple of summers ago, we attended a blogger day event at TradeWinds Island Grand, and had SO much fun. We had never spent the night and definitely didn’t have time to see everything on that day, so we were super excited to be invited back to stay two nights.

Tradewinds Island Grand

This resort is on St. Pete Beach, and is very walkable to shops and restaurants. There are actually two resorts within walking distance to each other (RumFish is the other one.) The grounds are peaceful and relaxing, There are multiple pools and restaurants, and Starbucks in the lobby!

We were given a tropical view one bedroom suite, and it was super spacious! When you walk in, there were two queen beds, a closet and a dresser with a TV.

Tradewinds Island Grand

There was a door to shut on the far end, and a hallway that led to the bathroom.

Further down the hall opened up into a spacious living room with pull out couch, full kitchen, and balcony. The refrigerator was huge, you could easily go grocery shopping (Publix right down the street) and cook some of your meals if you are on a budget. (But be sure to try some of the yummy restaurants, too!)

Tradewinds Island Grand

Our view was expansive! We could see the beach, a pool, and the whole city. It was awesome!

Tradewinds Island Grand

We of course immediately headed down to the beach, Emma Kate did some “surfing” and went down the waterslide. We also did some exploring and couldn’t wait for a full day the next day! We learned there is an adults only pool, as well as miniature golf!

Tradewinds Island Grand

We were also treated to a gorgeous sunset from our balcony before heading to dinner. It was perfect, pictures just don’t do it justice.

Tradewinds Island Grand

We had dinner at the other TradeWinds resort, RumFish. They have a super cool restaurant with a giant fish tank!

Don’t worry if you don’t get to sit close to the tank, there is a viewing area anyone can walk up to and see the fish.

Our meal was delicious! This place books up fast, so be sure to make a reservation on their website!

The next day we were pumped for a full day in the sun. One of the great things about Tradewinds Island Grand is that they don’t nickel and dime you. You pay a resort fee but it covers SO much like Wi-Fi, parking, beach cabanas, waterslide, two fitness centers, cornhole, tennis, paddleboats, and more!

It was also super easy to go back and forth from the beach and pool, or to go to the pool bar to grab a drink or food. It’s all close by! (Emma Kate is laughing in the below picture, not crying haha!)

Tradewinds Island Grand

When we got hungry we simply walked up to Salty’s and grabbed a table with umbrella overlooking the ocean and were served there. It was so nice and relaxing!

Then it was back to the beach and waterslide!

We eventually ended up back up at the pool for a bit before heading in for the afternoon. We had a sunset sailboat cruise to get to! Did you know that you can book tons of excursions and activities through TradeWinds Island Grand? We just had to go about a mile down the road to get to Dolphin Landings.

I was so excited for EK, it was her first time on a sailboat! They provided water and sodas, and we set sail at about 5:15. (sailing time depends on when the sunset is!)

We enjoyed a nice relaxing sail before getting out to open water to see the sunset!

It was so awesome seeing it from the water. We even got to see some dolphins playing!

It was a really fun experience! Pro tip: bring a jacket, it gets chilly fast out on the water when the sun goes down! We were brought back to the dock and we picked up takeout to have back at the room. It was a great way to end the evening!

We had the best time at TradeWinds Island Grand and would come back in a heartbeat. Amazing resort feel, so much to do, and so relaxing. We truly felt like we were on a secluded island somewhere tucked away from the world. I can’t wait for our next visit!

Related post: Sandals Ochi Beach

Like this:

Like Loading...

Sign up for my newsletter

Primary Sidebar

I am Heather Montgomery, a 30 something southern girl living in Knoxville, Tennessee with my husband Bobby, 10-year-old daughter Emma Kate, and our goldendoodles Dolly and Luna. I’m just a regular girl who likes to workout, travel, hang with my family, text, and eat chips and queso. Be sure to check out my “about me” page for more info!
Thank you for visiting, and feel free to contact me with questions, (or for PR inquiries or press trip invites) at Support@HeathersLookingGlass.com.

Please, no guest post requests. 🙂

More about me

Privacy Policy

You can also find me here:

  • Facebook
  • Instagram
  • Pinterest
  • RSS
  • Twitter
  • YouTube

Recent Posts

  • You’ll Get It When You Get Here: A Spring Break on Alabama’s Beaches That Actually Feels Like a Break
  • A Word for 2026
  • Merry Christmas 2025
  • A Magical Christmas Weekend at Gaylord Opryland: Our Family Favorites
  • Convenient Ways to Increase your Fitness

 

Search

How to Start a Blog

How to start a blog
We are a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for us to earn fees by linking to Amazon.com and affiliated sites.
  • Disney
  • Fitness
  • Travel
  • Family
Today is National Plan Your Vacation Day 🐚 (ad) T Today is National Plan Your Vacation Day 🐚 (ad)

The beaches of Alabama are the kind of place where the days feel slow, the kids are happy, and you don’t feel like you need a vacation after your vacation.

Alabama beaches in the spring just make sense.

👉 Check out the link in my bio for where to stay + how to plan it.
@visitalabamasbeaches #albeachblogger #alspringvacay #springvacation
Anyone else stuck at home/school closed? ❄️ At le Anyone else stuck at home/school closed? ❄️ 
At least I got my house cleaned. 😂

We are grateful we have electricity, I know many are not so lucky. But the boredom level was getting real over here, so it was time to get creative! New parenting hack! 

#parentingtip #parentingmeme #snowday2026 #parentingfunny
Just a few funnies as we kick off another week. I Just a few funnies as we kick off another week. I have found laughter truly is great medicine. 

We are iced in and school is cancelled tomorrow! 🥶 🫠

#funnymemes4ya #scrollstopper
Check out these 5 must-visit family resorts in the Check out these 5 must-visit family resorts in the Southeast! 🌴

✨ Whether you’re looking for white sand beaches, mountain adventures, or indoor waterparks, these spots have it all. 💦

🏖️ Margaritaville Beach Resort, Fort Myers Beach:
Experience the ultimate “license to chill” with direct access to the white sands of the Gulf and the lively Fins Up! Beach Club. Kids will love the zero-entry pool, yard games, and nightly sunset ceremonies, while parents can relax with a signature margarita and live tropical tunes. 🍹🌴 @margaritavillefortmyers 

🌊 The Henderson Beach Resort, Destin:
This luxury Emerald Coast gem features a lazy river, family-friendly pools, and a private stretch of crystal-clear water. Between the “Poppy’s Kids Club” seasonal activities and evening hula-hoop contests, there’s never a dull moment for the little ones in Destin. 🐚☀️ @thehendersonfl 

🎢 Universal’s Cabana Bay Beach Resort, Orlando:
Step back into the retro 1950s at this vibrant resort that offers a bowling alley, massive pools, and its own winding lazy river. It’s the perfect home base for families, featuring spacious suites that sleep six and exclusive early entry to the Universal theme parks. 🎳🍦 @universalorlando  @universalorlandohotels 

⛰️ Camp Margaritaville RV Resort & Lodge, Pigeon Forge:
Found in the Smoky Mountains, this resort combines “glamping” vibes with a massive pool recreation area, playground,  and a double-loop water slide. Families can enjoy duckpin bowling at the Fin City Entertainment Center or hop on the local trolley for a quick 8-minute ride to Dollywood. 🏔️🔥 @campmargaritavillepigeonforge 

🌳 Gaylord Opryland Resort, Nashville:
Explore 9 acres of indoor gardens and waterfalls, complete with a Delta Riverboat ride that winds right through the hotel. The real highlight for families is SoundWaves, an upscale indoor/outdoor waterpark with surfing simulators and giant water slides that stay 84°F year-round. 🎸💦 @gaylordoprylandresort 

Which one of these would your kids love most? Let me know in the comments! 👇

#springtravel #familyfriendlyhotel #familyfriendlyresort
I love trends like this where I get to post the im I love trends like this where I get to post the imperfect and bad quality photos of days gone by. 😜

2016 was a VERY big year for us. Moving states. Running multiple businesses. Being accused of getting a divorce. 🤣🫣 People are wild, yall. 

Looking back they were some hard, wild times and I now know more hard times were ahead for us, but I wouldn’t change any of it. I know it’s part of our story, God had a plan, and there is a reason for it all. Just gotta keep keeping on! ❤️

#2026isthenew2016 #throwbackthursday #throwbackthursday❤️ #godhasaplan
This one stopped me in my tracks. 🩶 If you’ve be This one stopped me in my tracks. 🩶 

If you’ve been feeling behind, exhausted, or like nothing you do is ever quite “enough”… maybe it’s not because you’re failing, maybe it’s because you keep raising your bar.

Growth isn’t always loud. 👈🏻
Take some time to look around and celebrate the small steps. 

(Or if you want to really celebrate, go on a @virginvoyages cruise! Bimini is one of my fave beaches ever! There’s a link in my bio with discounts!) 🚢 

#virginvoyages #virginvoyage #biminibahamas #wisewordsoftheday
She wouldn’t survive one day in the wild. She nee She wouldn’t survive one day in the wild. 
She needs her treaty treats and to cuddle by the fire in the mornings. 🤣💁🏻‍♀️

#goldendoodleofinstagram #ilovemygoldendoodle #doodlesofinstaworld #dogsinsweaters

Copyright © 2026 · Through Heather's Looking Glass · Theme by Bella Creative Studio

 

Loading Comments...
 

You must be logged in to post a comment.

    %d