Essential Bermuda: Your Itinerary of Must-Dos

Header Saint George 1

Fish-hook-shaped Bermuda might be small, but there are plenty of things to see and do, and fascinating people to meet. Our Bermudian co-founder, William West, shares some of his favorite places so you can experience this dreamy destination like a local.

Bermuda's East End

A special part of the island for its charm and history, it’s here that the first settlers put down their roots. It feels like going back in time, especially in St George’s town, whose British colonial architectural gems are a must-see for first-time visitors to Bermuda.

A tour of St George’s UNESCO-heritage sites

Get lost in the tangle of winding streets that abound with UNESCO heritage sites like Tucker’s Museum (Water Street), which showcases Bermudian life since the 1600s. While you are here, browse the Long Story Short book store located underneath the museum. Don’t miss a thing by booking a Take an insider tour through historic St. George's$80 per guest2 Hourswalking or Cycle St. George's with an island insider $150 per guest3 Hourscycling tour with Kristin, the best person to guide you through the rich history of this unique part of the island. 

Where to Eat in St George’s

Victoire Cafe

No Bermuda experience would be complete without sampling the local fare. Stop off at Wahoo’s Bistro, which is renown for its excellent fish dishes and laid-back atmosphere. Victoire Café, a cool cycle café with a youthful vibe and another insider spot to have up your sleeve, along with The Wharf, a pub out on the water. 

Where to Swim

If you find yourself at the East End of the main island, make sure you take a dip at Coopers Island. A nature reserve of astounding beauty, its near-empty beaches lined by pristine waters are just the thing to help you reconnect with nature. 

Harrington Sound / Flatt's Village

William’s family home is here and at the heart of the area, is bewitching Flatt’s village. Top sites include Tom Moore’s Jungle crisscrossed with wild nature trails and hidden spots, like caves you can swim in. For an unforgettable experience, head over to our Bermuda experiences and book an insider guide to show you all the sites in this part of the island.  The Crystal Caves are also worth a detour, especially with little ones, as the island’s most popular spot to visit. The rock formations in this ancient network of caves dating back to the Ice Age make for an impressive display. Try something a little different and book yourself in for an Unwind with a massage in Serenity Cave$224 per guest80 Minutes80-minute pampering session inside, leaving you refreshed and rejuvenated for the rest of your vacation. For travelers looking for a more active experience, contact our local fitness expert William, who will take you Run the island on a guided railway trail run$60 per guest1 Hourrunning along Bermuda’s old Railway Trail, a restored nature trail that stretches across the north shore of the island where trains once ran. The views across the water are incredible, especially early in the morning. 

Where to Eat Around Flatt’s Village

The Loren Hotel

Rustico is a local favorite, and as its name indicates, it is much-loved for its simple dishes in relaxed surroundings in the heart of the village. For something a little more upmarket, The Loren Hotel provides an elegant setting for enjoying high-end cuisine served up in a fun atmosphere. Alternatively, for dinner, Sul Verde at the five-star Rosewood Hotel, is a little more formal with a well-edited wine list. 

Sul Verde
Village Pantry

Other options include the Village Pantry for a quick bite to eat and a coffee, as well as the Conservatory Bar at the Rosewood, for a little downtime. And ice cream lovers won’t be disappointed by the offerings at Bailey’s Bat Ice Cream – but be prepared to queue.

Where to Swim

Shelley Bay, close to William’s home, is ideal for the whole family thanks to its shallow, calm waters and John Smith’s Bay might sound like a pirates’ retreat, but it is in fact a small beach and one of the only public South Shore beaches on this side of the island. If you are in the mood for exploring, then head to Spittal Pond nature reserve close by. 


Set on the harbor, this is the beating heart of the island, with most of the shops and best restaurants located here. 


Reid Street and Front Street are where you will find the main cluster of shops. And while Bermuda isn’t known for being a shopping destination, there are a few noteworthy places to stop at like lifestyle store Atelerie. Founded by William’s friend Heather Macdonald, stop by to say hello.

For art lovers, the Masterworks Museum of Bermuda Art, set in the botanical gardens, showcases art collections that include works by contemporary masters like Georgia O’Keefe. To learn more about the artistic heritage of this fascinating island, take Experience Bermuda's art scene on the Masterworks Curator’s Tour$55 per guest2 Hoursa private tour led by one of the museum’s curators. 

Take to the water and explore from a ferry to the Royal Naval Dockyard. If you’d like to experience something a little more private, browse our waterborne experiences raging from Take an immersive land and sea expedition with marine scientists$1700 for 10 guests4 Hoursan immersive land and sea expedition with marine biologists to a Cruise on a catamaran through Paradise Lakes $1110 for 15 guests3 HoursCatamaran cruise through Paradise Lakes.

Where to Eat in Hamilton

Foodies will be glad to know the dining options in Hamilton are plentiful and varied, from casual dining at 1609 at the Hamilton Princess Hotel which looks out over the harbor to Port O Call, one of the better restaurants in town (on Front Street) which is firm favorite for its good food and buzzy vibe. It also comes with outdoor seating. 

Hamilton Princess Hotel

Other recommendations include Rock Island Café, a favorite local joint during William's youth, where there’s always a friendly atmosphere. Bully Social is great for a quick sandwich, Art Mel’s for its killer fish sandwiches that are well worth the drive over, Harry’s for a glass of wine surrounded by a local crowd, Micky’s Elbow Beach that, as the name suggests, is set out on the beach, and the Huckleberry at luxury hotel the Rosedon, where lunch is served out on a pretty veranda.

Where to Swim

William’s favorite beach is Grape Bay. A private beach, Escape the crowds on an exclusive beach hideaway$55 per guest6 Hourscontact us for more information.


The West End of the island is home to the famed pink South Shore beaches, which will be enough to keep you busy during your stay here. William also recommends taking a drive for the incredible vistas. Stop at Gibb’s Hill Lighthouse for panoramic views of the whole island. 

The Royal Naval Dockyard

The Royal Naval Dockyard might seem like a tourist trap, but it’s an essential stop for learning about the heritage of Bermuda as the National Museum is located here. A winding nature trail that takes you through the sand dunes of the South Shore beaches, sprinkled with small coves and cliffs. The views are definitely worth the hard graft. 

Where to Swim

With so many fantastic beaches come many great swimming spots like Southlands (Marley Beach), a hidden local favorite set back from a nature reserve. Also, Warwick Long Bay, a long stretch of sand where you won’t struggle for a spot to set your towel down. Horseshoe Bay is also worth stopping at even if it’s one of the more popular beaches of Instagram fame. However, if you head further down the beach, you’ll find that it’s more peaceful. Astwood Cove/Chaplin Bay are a set of beaches connected by a beautiful coastal nature trail which is worth checking out as it is more private than Horseshoe Bay.

Where to Eat in the West End


The perfect island café has to be Breezes, a small hut located at the Cambridge Beaches Hotel, and is William’s absolute favorite spot. Woody’s is also a great place to stop, especially for its fish sandwiches.

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