Itinerary for a Week in Bermuda with Kids

Bermuda is a gorgeous island and an ideal location from Boston and NY.  Quaint downtown areas and white sandy beaches make it a lovely family vacation.  Our trip was a Mother’s Day gift and we loved soaking up the sun! Here is our itinerary for 5 full days in the sun:


I always spend the first full day enjoying my hotel and spending time in the sun and sand with my family.  Enjoy the pool and the beach and soak up all the sunshine!

If you feel like stretching your legs with an easy stroll with gorgeous views, try the Bermuda Railway Trail.  There are 21 miles to walk on this path so choose a section and enjoy.  (Click here for a link to the trail)

Dinner:  Wahoo’s Waterside Bistro (St. George’s)          



Start your day at the Bermuda Aquarium, Natural History Museum, and Zoo (Flats Village) You’ll find over 200 species of fish and marine animals as well as over 300 types of birds, reptiles, and mammals.  The history museum offers a great lesson in the resourcefulness of an island that has survived despite obstacles such as having no fresh water.  (Open daily 9-5) (Adults $10, Seniors and children  5-12 $5)

Lunch: Rustico for some pizza (Flats Village)

Afternoon in Hamilton City.  Go to Hamilton Fort and explore. The view of Hamilton harbor is incredible and the kids will love playing on the cannons.  Shop on Front Street and have a cocktail on a rooftop bar.

Dinner:  Pickled Onion (Hamilton)



Take the ferry from St. George to Sandy’s Parish.  Got to the Royal Naval Dockyards and walk around.  (Hours vary depending on the season.  Click here to plan your day.)  Make sure to visit the Bermuda Maritime Museum. 

Lunch: Frog & Onion pub (in the Dockyard)

Go to Dolphin Quest and do a dolphin experience.

Head back to your hotel and spend some time on the beach.

Eat dinner at your hotel or somewhere close to it.



Rent a Boston Whaler from Blue Hole Watersports and explore Castle Harbor.  Have lunch on an island that’s all your own and then get back on the water.  This was the best thing we did in Bermuda and my kids’ fondest memory of the island. 

Big sea turtles swam beside our boat and the kids loved pretending we were on a deserted island.

Dinner:  Stop at a local market and bring some food back to your hotel.  Eat it by the pool and then enjoy a night swim. 



Start your day getting an unforgettable massage in a cave at Grotto Bay Resort.  It’s unlike anything you’ll ever experience.  You are alone in a cave with your masseuse listening to water drip off the stalagmites.  Out of all the massages I’ve ever had, it is definitely #1.  (Click here for my full review of the massage, including a video.)

After your massage, grab your family and swim in the cave on the property. 

It’s another Lunch:  Walk over to the Swizzle Inn and eat outside while enjoying a dark & stormy, one of the island’s most popular cocktails. (Bailey’s Bay)

 Spend your afternoon in St. George and walk around King’s Square.

Dinner: Tavern by the Sea (St. George)

Hotel: We stayed at the Grotto Bay Beach Resort.  Click here for my full review.

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