St. George
St. George / iStock.com / Shunyu Fan
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Cathedral of the Most Holy Trinity
Cathedral of the Most Holy Trinity / iStock.com / Shunyu Fan
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Downtown Hamilton
Downtown Hamilton / iStock.com / Raul Rosa
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Hamilton's Waterfront
Hamilton's Waterfront / iStock.com / onepony
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Port Royal Golf Course
Port Royal Golf Course / iStock.com / rustyl3599
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Hamilton
Port
Deal Expert / Travel Blogger

The advantage of docking in Hamilton is that you arrive right in Bermuda’s capital city. You can easily explore on foot to see the colorful colonial-style buildings on Front Street (which house restaurants, shops, and nightclubs), plus parks, museums, and such sights as the Anglican Cathedral and Fort Hamilton. Life is happening here, and a great photo opp is the local businessmen in their bright Bermuda shorts.

What We Love

Harbor Nights: Wednesday evenings, May to September, a pedestrian zone is created on the main street for a party that includes food vendors, musical performers, and dancing. Locals mingle with visitors for a lively scene.

Easy Access to History: From Hamilton, it’s only a 20-minute ferry ride to the cobblestoned streets of St. George’s, the oldest continuously occupied town in the new world.

Best Known For

Restaurant Scene: Hamilton is the epicenter of what’s happening on the foodie scene in Bermuda — including a restaurant opened by celebrity Chef Marcus Samuelsson at the Fairmont Hamilton Princess.

Local Immersion: Though it’s a business center, Hamilton still gives visitors the opportunity to learn island history, taste the local cuisine, and mingle with residents.

Who It's Best For

Anglophiles: It’s hard to imagine the British arrived in Bermuda only because a ship got stranded in a storm in 1609. The place oozes British character, and you can watch a cricket match, hang out at a pub, and have a proper afternoon tea.

Golfers: There are multiple topflight courses nearby for golfers, including Turtle Hill, Port Royal, and the classic Riddell’s Bay.

Don't Say We Didn't Warn You

City Life: Hamilton has lots for visitors to do, but you’ll have to travel out of town for the beaches and water sports that most people come to the Caribbean to enjoy.

Budget Accordingly: Thanks to the bustling financial industry, many of the town’s restaurants and bars are high-end establishments — and are priced accordingly.

Fran Golden
Deal Expert / Travel Blogger