• 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

  • Why Spring Is the Sweet Spot for Family Vacation on Alabama’s Beaches
  • 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

 

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
Our trips do NOT always go according to plan and a Our trips do NOT always go according to plan and are definitely not always Instagram worthy! 🫣

Here is Part 1 of a story about Bobby losing his expensive and favorite pair of sunglasses on a cruise (also back when we had no money so an even a bigger deal!) Stay tuned to find out what happens and how it all came about! It’s a wild one! 🕶️ 

#oakleysunglasses #disneycruise #disneycruiseline #cozumelmexico #disneystory
Our trips do NOT always go according to plan and a Our trips do NOT always go according to plan and are definitely not always Instagram worthy! 🫣

Here is Part 1 of a story about Bobby losing his expensive and favorite pair of sunglasses on a cruise (also back when we had no money so an even a bigger deal!) 
🚨 Stay tuned and make sure you are following me to find out what happens and how it all came about! It’s a wild one! 🕶️ 

#oakleysunglasses #disneycruise #disneycruiseline #cozumelmexico #disneystory
“Me: wow, mountains.” ⛰️ Also me: quietly questi “Me: wow, mountains.” ⛰️ 

Also me: quietly questioning if I actually know any of these lyrics.
🎶🤷‍♀️

 #TravelReels  #ScenicViews #OrdinaryVibes #Relatable #travelcreator
Some days, the scoreboard doesn’t look the way we Some days, the scoreboard doesn’t look the way we want it to, but that doesn’t change how proud we are. ❤️

Yesterday we didn’t win the championship, but that didn’t stop us from remembering what really matters, that our daughter is an amazing human who deserves to be celebrated even on the tough days. 🍧

Parents, it’s SO easy to get wrapped up in the game. Let’s always remember that our kids’ worth isn’t measured by a trophy or a score. Celebrate them. Encourage them. Love them unconditionally. ✨

They are enough. Always. 💛

#SportsParentLife #YouthSportsParent #BasketballMom #CelebrateKids #PositiveParenting
We love @visitalabamasbeaches any time of year but We love @visitalabamasbeaches any time of year but especially in the quieter times. In the spring/before the rush of summer is one of my faves! 🏖️ 

Check out the 🔗 in my bio to book your spring getaway! ☀️ 

#albeachblogger #alspringvacay #springbreak2026 #orangebeach
Spring in the Smokies is beautiful… but let’s be h Spring in the Smokies is beautiful… but let’s be honest — the weather can be all over the place in March and April. 🌦️ #sponsored 

That’s why we always build in at least one guaranteed activity. ❄️ Real snow, made fresh daily 
🛷 Indoor snow tubing for kids, teens & adults 
🍭 candy bar for a sweet treat after 
💆‍♀️ Massage chairs for parents 
📍 Just minutes from Dollywood + other Pigeon Forge attractions.

No cancellations. No rainouts. No freezing sidelines. 
It’s such a unique Smoky Mountain experience and the perfect way to make lifelong memories together. 

Save this for your next trip to the Smokies. 🚨 

And don’t forget to use my exclusive discount code HEATHER5 to save $5 on your tickets! 🔗 in bio. 

#pigeonforgesnow #pigeonforgespringbreak #springbreak2026 @pigeonforgesnow
💁🏻‍♀️Another trip loading… Because memories > thi 💁🏻‍♀️Another trip loading…

Because memories > things.
Because they won’t be little forever.

Stay tuned. 👀

Drop a ✈️ if you’d book it too.

#travelcreator #wanderlusts #travelfamily #travelinfluencer

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

 

Loading Comments...
 

You must be logged in to post a comment.

    %d