A Weekend in Boca Grande, Florida

Pink Martini

I have been visiting Gasparilla Island and the little town of Boca Grande for over thirty years. The island is a special place for me because my family has a home on the Island and I married my husband there in Our Lady of Mercy Catholic Church. There are so many wonderful things to do in Boca Grande that I wanted to post about it.

Here is my itinerary for a perfect weekend in Boca Grande.


Day 1

Fly into Fort Myers and rent a car or get a taxi to the island. It is about one and a half hours from Regional Southwest Airport in Fort Myers to Boca Grande. Pay your bridge toll and head across the causeway and get your first glimpse of the island. I love to smell the fresh gulf breeze as I cross the bridge.


Because the grocery store closes early, I recommend that you go straight to Hudson’s to pick up provisions for your weekend. They have everything you will need from produce to fresh meats and fish to refreshments. You can also buy prepared sandwiches and salads in the deli case. 

One of the best ways to get around the island is by golf cart. You can have a cart delivered to your home by one of several companies or rent one in town. One of the wonderful benefits of Gasparilla Island is that there is a golf cart path that runs the entire length of the island and bikers and walkers also are welcome on it. Be sure to follow the posted signs for rules and regulations for operating a golf cart on the island. 

#bocagrande #islandlife Rent a Golf Cart

Take a leisurely ride on your cart and admire all the beautiful homes along the way. If you are lucky, you will see some wildlife such as iguanas and gopher tortoises. Be sure and get a photo of the Range Light just south of town.

#bocagrande Boca Grande Range Light

Wrap up your first day with cocktails and an amazing view of the sunset at South Beach. Try the conch fritters and fish tacos with a glass of wine.


#bocagrande Sunset at South Beach

Day 2

The Island is perfect for active lifestyles and offers many ways to fit in a workout. Rent bikes in town at Gasparilla Adventures and ride the entire length of the island. The fitness room at the Community Center offers cardio equipment as well as weights. It is a good spot if the weather is not desirable or if you just want to escape the heat and sun. One of my favorite workouts is yoga and I love Banyan Street Pilates and Yoga. They have classes in barre, Pilates, yoga and group cycle. Check their schedule to find a class that fits your schedule and interest.

#yogatravel #bocagrande Banyan Tree Pilates and Yoga

After a good workout, I like to have a healthy breakfast. There are many spots in Boca Grande that offer breakfast but my favorite is Third Street Bistro. If the weather is nice, dine on the patio in the secret garden. Try an omelet or a stack of pancakes and enjoy the island breeze.

#brunch #bocagrande The Secret Garden at Third Street Cafe

Gasparilla Island has some of the most beautiful beaches in Florida. There are a number of public beaches accessible by car on the Island. No trip to Boca Grande is complete without a beach day.

Pack a lunch at home or stop at Kappy’s in downtown Boca Grande to pick freshly made sandwiches, ships and brownies for lunch.

For dinner, visit Miller’s Dockside. It is casual on the lower level and offers a nice view of the marina as well as big screen TVs for watching your favorite sport teams. I love the lobster tempura and the Harbor Salad with chicken.


#bocagrande #kappys Kappy’s Downtown


Day 3

For me, Sunday starts with mass at Our Lady of Mercy chapel. It is a beautiful, historic chapel on Park Street. My husband and were married there and I am proud to say that ours was destination wedding before those were even a thing!

After church, it is a family tradition to have brunch at the Pink Elephant. I like to sit on the patio and enjoy the view of the marina and people watching. One of my favorite drinks is the Bloody Mary.

If there’s time, I take a long walk on the beach and say goodbye until next time. Please leave your tips for a wonderful weekend in Boca Grande in the comments section. I would love to hear from you.



#bocagrande Beach Life


  1. Patricia Nesser

    How wonderful and relaxing this visit sounds to me. I cannot wait to visit soon!

  2. charles agles

    Thanks for taking me on the tour of Boca Grande. What a wonderful island!
    Love your descriptions and providing sources of fun.

  3. This sounds like a picture perfect place to vacation! I would love to go there sometime. Thanks for sharing!

  4. This sounds SO relaxing! I love that you get to ride around on a golf cart to see all of the sites. Seems like a wonderful place. Thanks for sharing!

  5. Joy

    Nice. I like you can rent a cart so it’s more accessible for folks like me.

    Ps love the first photo on the post!

  6. Tracy Jackson

    I’d not even heard of this place, being in the UK, but it sounds fabulous! I’ve always fancied the Florida Keys, & now would have to add this to my wish list!

    Tracy x

  7. Roselle

    Fabulous! BG is special to us…those who have visited, know and those who are daydreaming about it, go. BG never disappoints.

  8. Pingback: Banyan Tree featured on Boca Grande visitor’s blog – Banyan Tree Pilates and Yoga

Leave a Reply

Your email address will not be published. Required fields are marked *

This site uses Akismet to reduce spam. Learn how your comment data is processed.