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Itinerary

Bermuda Luxe: A Guide to Top Experiences & the Finer Things in Island Life

Bermuda's pristine waters, old world glam, elegant hotels and cultural pursuits are made for leisure and luxury. Leave ordinary behind on this five-day escape tailored for discerning travellers in search of expert advice on how best to soak up immersive and exclusive experiences – from arts and culture to the best in local cuisine and one-of-a-kind finds.  

Located about 650 miles off the coast of Cape Hatteras and surrounded by nothing more than the expansive Atlantic Ocean, Bermuda is just a two-hour flight from most major East Coast gateways. But the important part is that feels much farther away. Home to 65,000 residents, this small island gem ls genuinely bursting with culture, surprising sophistication, natural beauty and delightful experiences all around. So pack your Bermuda best – or stock up on stylish island wear when you get here – and catch a flight to luxury's favourite destination.

Day 1 

Exploring Bermuda’s Culture Capital

Urban Cottage

| Credit: Urban Cottage in Hamilton, Bermuda

The City of Hamilton, Bermuda's capital, is also its cultural centrepiece, replete with art galleries, museums, shops and international businesses. Get a healthy start at Devil’s Isle Café with the likes of The Paleo Breakfast, then explore fine art (local and international) at the Bermuda National Gallery. Walk past the Historical Society Museum and 1821 Perot Post Office on your way to the Hamilton Princess, a historic hotel with a renowned modern art collection. Stroll the property to admire works by Andy Warhol, Banksy and Nelson Mandela. Then have lunch at Marcus’ onsite – the restaurant is the creation of internationally acclaimed chef Marcus Samuelsson.

In the afternoon, stop into Gallery One Seventeen to see beautiful Bermuda landscape paintings, and Crisson & Hind African Gallery featuring intricate stone sculptures by Zimbabwean artists. Shop eclectic gifts and clothing curated personally by owner Nicole Golden at Urban Cottage and delicate jewellery inspired by the island’s pink sand at Alexandra Mosher Studio Jewellery Just around the corner, stop into Della Valle to be fitted for a gorgeous bejewelled pair of soft leather sandals custom-made for your feet.

Enjoy a pre-dinner sunset cruise from Albuoy’s Point, then head to Barracuda Grill – the only DiRoNa-rated restaurant on the island – for fresh seafood, suckling pig and their signature gingerbread toffee pudding. Or, indulge in the old-world charm and attentive service of Ascots. Afterward, enjoy craft cocktails at the speakeasy-style Yours Truly on picturesque Chancery Lane.

Day 2

Gardens, Historic Sites & Island Hideaways

The Masterworks Museum of Bermuda Art

The Bermuda Botanical Gardens and Masterworks Museum of Bermuda Art are brimming with tropical foliage and Bermudian art. Explore them on your own, or let Bermuda Explorer arrange an in-depth “Arts in the Garden” tour. Or, opt for a private curator's tour at Masterworks (through the Winnow App) to hear tales and see works of Bermuda as muse to legendary artists like O'Keeffe, Wyeth and even John Lennon. Find refreshments at the onsite Homer’s Café, named after American painter Winslow Homer who regularly visited the island.

Explore the island by taxi, where Bermuda's knowledgeable and well-travelled drivers double as tour guides. You'll hear tales and get insider knowledge that will leave you feeling like a local. For the ultimate taxi tour, Piece of the Rock Limo and Tours will take you around the island in a Mercedes sedan.

Treat yourself to dinner at the AAA Four Diamond award-winning Waterlot Inn. Housed in a 1670 cottage that once stored cargo for moored ships, the steakhouse has been visited by historical figures, famous actors and government dignitaries. Reservations are required.  

Day 3

Beach & Spa Day

Natura Spa at Grotto Bay Resort

| Credit: Meredith Andrews

Every island getaway needs a dose of beach and spa time. At Fairmont Southampton’s Willow Stream Spa, spring for the Pearls & Caviar Ultimate Anti-Aging Rejuvenation treatment and let your worries disappear. Be sure to take advantage of the hotel’s private beach along the famous South Shore.

For an unconventional (and unforgettable) spa experience, opt for an underground treatment at Grotto Bay Beach Resort’s Natura Spa. Melt away stress on a crystal-clear subterranean lake in a stunning 500,000-year-old cave – you’ll emerge thoroughly refreshed.

Make your way to Rosewood Bermuda for dinner at The Beach Club, with seating just steps away from their private beach and dramatic ocean views. The more casual setting boasts a sophisticated menu.

Day 4

Art, Antiques & Local Flavour

Sit down for a home-cooked breakfast with a Bermudian host family through Bermuda Explorer. It’s a unique opportunity to connect with the island from a local’s perspective.

Explore the East End Art District for jewellery, art and gifts. Bermuda Memories, Saltwater Jewellery Design, Davidrose Jewelery and La Garza sell creative gifts and hand-crafted jewellery. Then head over to The Bermuda Perfumery, where island-inspired scents are aged, blended and hand-bottled on site. They also offer complimentary tours, catered afternoon tea and a perfume-making workshop. Create a custom scent all your own in this workshop with Master Perfurmer Isabelle Ramsay-Brackstone.

Break for lunch at Tempest Bistro before visiting Fort St. Catherine, a military installation built in 1614 – this fascinating historic site also offers some of the island’s best water views.

If your timing’s right, you can watch the sunset from The Beach House Restaurant (open seasonally) with views of the fort and Achilles Bay. With a fresh menu guided by the Bermuda fishing seasons offered in a sleek setting with stunning views, Marée at The Loren at Pink Beach is another prime choice for dinner. Finish the night off with a Rum Swizzle at the original Swizzle Inn.

Day 5

Day on the Water

Bermuda Sunset
 

The island offers many ways to spend a day on the water, but a day-long boat charter is the ultimate end to any Bermuda vacation. Thinking of Bermuda has options for couples and groups – boats range from a casual 30-footer to a honeymoon-worthy 100-foot yacht. Snorkel coral reefs and shipwrecks, sip a Dark ‘n Stormy® under the sun, and dine under the stars. Miles Market (Bermuda's version of Dean & DeLuca) makes it a breeze to stock up with local produce and a wide array of internationally sourced cheese, chocolates and wine. 

If you don’t do dinner on board, splurge on a vintage Bermuda evening at Fourways Inn Restaurant. With a menu ranging from Chateaubriand and soufflés to fresh-­caught seafood and a Wine Spectator-awarded wine list, it's considered one of the island's most classic dining experiences. 

There are many reasons why Bermuda's balmy breezes, island vibe and stunning coastline have beckoned important figures from Mark Twain and David Bowie to Michael Douglas and Catherine Zeta-Jones. As Mark Twain quipped, "You can go to heaven if you want. I'd rather stay right here in Bermuda." Find out why by booking your next trip to Bermuda.

You can go to heaven if you want. I'd rather stay right here in Bermuda. –Mark Twain