• 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. šŸ™‚

More about me

Privacy Policy

You can also find me here:

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

Recent Posts

  • A Quick and Easy Seasonal American Road Trip Guide
  • Why Quick Workouts Deliver Big Results
  • 4 Things That Stop People From Exercising (And What To Do About Them)
  • 6 Tips for Mickey’s Not So Scary Halloween Party
  • Family Fun in Tuscaloosa: Your Ultimate Getaway Beyond Game Day

 

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
šŸ–ļø I’m so thankful my parents took us on tr šŸ–ļø I’m so thankful my parents took us on trips growing up. When I was young, we didn’t have a lot of money, but they made every weekend getaway or camping trip special, and I have so many great memories. 

We may not have gotten to travel often until I was a teenager, but we still had a blast, and they even took us to a @spectrumresorts  property! (Ad)

As an adult, I am so grateful to be able to return the favor. To see them laugh and play with my daughter like they did with me. It’s one of those special full circle moments, those core memories that will stay with me forever. 🄹

Staying at @turquoiseplaceofficial makes things so easy, too. The condos are huge and we easily all fit without being on top of each other. There’s plenty to do with pools, a waterslide, lazy river, the beach, movie nights, kids activities, food, and more. ✨

It truly is the perfect place for a multigenerational vacation. So if you are looking for a great place to go with your parents, grandkids, aunts, uncles, or cousins, this is it. šŸ’–

And, you can save 10% on your stay by using my code LOOKGLASS in the promo box when you are booking, here or at @thebeachclubresortandspa! šŸ–ļø 

Have you taken a multigenerational vacation? Where did you go? 

#albeachblogger #turquoiseplace #spectrumresorts #orangebeachalabama #beachcondo #beachvacay
We take her on these trips and cruises hoping she’ll soak in the adventure, the beauty, and maybe even the food from places different from where we live… but to her, nothing beats a corn dog and mac & cheese. šŸ§€ 

And honestly, that’s the best reminder for us, that joy doesn’t have to be fancy, it just has to be yours. šŸ›³āœØ 

#FamilyTravel #SimpleJoys #disneycruiseline #disneywish #disneycreators #cruiseship
YES I was dancing, eating mac and cheese from the YES I was dancing, eating mac and cheese from the kids menu, and singing ā€œLet it Goā€ with a butter knife while wearing Mickey ears on our Disney cruise. 🚢 

When I was 12, I was worried a lot… worried about failing, scared of what people would think of me, and of not fitting in or being ā€œcoolā€. 
I turned 40 this year and have been spending time trying to figure out exactly who I really am with all expectations stripped away. I don’t love the term ā€œfinding yourselfā€, but here I feel like it fits. ✨

Maybe finding yourself means going back to being 12.… and being myself without being scared. Heather at 12 would never believe this version of me… but I think she’d be proud. šŸ’›āœØ

#disneycruise #disneycruiseline #letitgoā„ļø #findingyourself #disneycreators #disneywish @disneycruiseline
Ever wondered what extra magic you can add for a b Ever wondered what extra magic you can add for a birthday onboard a @disneycruiseline ship? 🚢 

Emma Kate turned 11 last month during our sailing and we did so many birthday things! She got a ton of ā€œhappy birthday’sā€ from crew and guests to make it extra special. ✨

šŸ‘‰šŸ»For a link to the birthday ears she wore (they have lots of colors and variations!) comment ā€œEARSā€ and I will send it to you! 

#disneycruise #disneycruiseline #disneywish #disneybirthday #disneycruisevacation #disneytips
IYKYK. I finally figured it out…the night before IYKYK. I finally figured it out…the night before we got off the ship. šŸ˜†

#disneymeme #disneycruiseline #disneywish #cruisememe #cruiseship #cruisevacation
This is 11. āœØšŸŽ‰ Not sure how this happened, b This is 11. āœØšŸŽ‰

Not sure how this happened, but time snuck up on me and now I have an 11 year old. 🄹
We couldn’t think of a more fun place to celebrate that on Castaway Cay, Disney’s private island in the Bahamas.

She started the day with presents, then hours and hours in the sun on the island, followed by cake and singing at dinner, the tween club, and fireworks at sea! (They were for pirate night but we said they were birthday fireworks!) 

Happy birthday to the most fierce, kind, competitive, loyal, funny, and beautiful little girl I know. 🩷 Never change who you are and stop growing up so fast! So. Blessed to have the best title there is, Emma Kate’s mom. šŸ’–

#thisis11 #birthdaygirl #happubirthday #theprincessek
Looking for a place where your family can slow dow Looking for a place where your family can slow down and make memories together? 🌲 The Retreat House at Valley Bear Farms is your home away from home in the North Carolina mountains. (Ad) 

This spacious lodge features 3 cozy bedrooms, 2 full bathrooms + a half bath, a chef’s kitchen for family meals, and plenty of space to gather. Step outside to private decks, a hot tub under the stars, and an outdoor fireplace perfect for s’mores and story-sharing.

And when you’re ready to explore, your stay includes full access to everything Valley Bear Farms offers — from pond swims and a wood-fired sauna to disc golf, pickleball, volleyball, bocce ball, hiking trails, and evenings around the community fire pit where families come together.

It’s more than a getaway. It’s where family memories are made. ā¤ļø 

#ValleyBearFarms #FamilyRetreat #GlampingWithKids #northcarolina #familyvacations

Copyright © 2025 · Through Heather's Looking Glass · Theme by Bella Creative Studio

 

Loading Comments...
 

You must be logged in to post a comment.

    %d