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Paradise
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Cruising northeast, we soon reach Hamilton, Bermuda's vibrant capital, where colonial charm collides with commerce and cocktails. Rows of pastel buildings with white stepped roofs gleam like they’ve been freshly iced, and everything seems annoyingly neat. Stroll along Front Street, lined with high-end boutiques, art galleries, and charming cafés. Visit the Bermuda Underwater Exploration Institute to delve into the island's maritime history. In the evening, dine at one of Hamilton's acclaimed restaurants, savouring dishes that blend local flavours with international flair.
Waypoint 7
Hamilton
Granaway Deep is a serene anchorage just a stone's throw from Hamilton. Occasional Bermudian fisherman glide over it as if they're skating on blue glass. Beneath them? A submarine landscape that’s like another world. Despite the name, it’s not particularly deep. And if diving’s not your thing, it’s time to get the toys out and spend the day exploring the surrounding waters by kayak or paddleboard. Beyond, lush shores stand before old colonial houses. Even the water here is quieter. More dignified.
Waypoint 6
Granaway Deep
At the far western tip of Bermuda sits the Royal Naval Dockyard. Great slabs of limestone. Bastions. Storehouses. Walls thick enough to repel cannon fire. Power in masonry form. Yet it has not attempted to erase its past. You feel it in the stone beneath your shoes. Wander through the old Commissioner’s House and you’re met with maritime history presented without fuss or gimmickry. It’s not a theme park; it’s a reminder that Britain once ruled the waves and built accordingly. A place of martial history softened by sea breezes and Bermudian charm.
Waypoint 5
Royal Naval Dockyard
Surrounding reefs may make this suitable for your tender only. But it’ll be worth it. Mangroves fringe the edges, limestone outcrops glow honey-gold in the late afternoon, and the breeze carries just enough salt to remind you that beyond the reef lies the full Atlantic — but here, inside the embrace of the harbour, all is civility. Perched atop a nearby ridge, Fort Scaur is a masterpiece of military paranoia — all stone ramparts, dry moats, and gun emplacements. Strategically, it was meant to repel the Americans. Today, it mostly repels joggers, because the hill is quite steep and there’s no café at the top.
Waypoint 4
Ely’s Harbour
There are beaches. And then there’s Horseshoe Bay. First, the sand. Not a shade of municipal beige, but a blushing, self-confident pink. Formed from ancient coral, it squeaks underfoot. Then the water. It begins in translucent gin at the shoreline and deepens into sapphire further out, where the Atlantic rolls in with just enough muscle to remind you this isn’t a paddling pool. Yes, cruise passengers arrive in cheerful battalions - but wander a few minutes along the curve of the bay and you’ll find pockets of solitude where the only soundtrack is wind, surf, and the faint clink of ice in a well-made drink.
Waypoint 3
Horseshoe Bay
Next we sail to Castle Harbour, tucked away on the eastern side of the island. Drop anchor in gin-clear waters, surrounded by lush greenery and the occasional curious turtle – and spend the day snorkelling among vibrant coral reefs. And then there are the castles - squatting on rocky islets like ancient sentinels. King’s Castle, Devonshire Redoubt, Charles Island… the names alone sound like they should be defended by men in feathered hats holding muskets. No hordes of tourists here: just vast swathes of aquamarine water and the odd boat wafting past as if it has nowhere important to be.
Waypoint 2
Castle Harbour
Begin your journey in St. George's, a UNESCO World Heritage Site that oozes colonial charm. Dock at Penno's Wharf, then wander through narrow lanes lined with pastel-hued buildings, each whispering tales of pirates and privateers. Dine at a local tavern, sampling Bermuda's famed fish chowder, spiced with a dash of sherry pepper sauce. In the harbour, the water is so blue it looks digitally enhanced, while Fort St Catherine broods on the headland like it’s still waiting for the Spanish to show up. It’s Britain abroad, but with better weather and more colour. The vide is one of sleepy elegance.
Waypoint 1
St George’s
Bermuda is a speck of Britishness, drifting in the Atlantic
just two hours east of North Carolina. The beaches are
pink, the shorts are red, and the rum is dark. Yet it's
not part of the Caribbean. And while it looks from
afar like one landmass, it's made up of 181
islands. Discovered by humankind in
1505, it has a rich history.
By sharing some Members'
itineraries, we're helping others unlock
their yachts’ full potential, reducing crew turnover
and making ownership a more rewarding experience.
Country(ies):
Bermuda
(British Overseas Territory)
Time zone(s):
Winter:
ADT (UTC-4)
Summer:
AST (UTC-3)
Currency(ies):
Bermudian Dollar (BMD)
Temperature:
February:
18°C (64°F)
August:
28°C (82°F)
Sunshine:
February:
6 hours
August:
9 hours
Humidity:
February:
73%
August:
79%
