Luxury Classic Bermuda Escape vacations

Classic Bermuda Escape

10 days From $10,710 pp

At a glance

? Don't forget that all of our itineraries are totally customized and so this is just an idea of what we can build for you.

Experience Bermuda’s enduring charm with our Classic Bermuda Escape, handcrafted to showcase the very best of this North Atlantic archipelago. Along the way, you will discover all of the features that make this nation so unique – pastel-hued houses, hidden coves, and British cultural traditions.

Your journey unfolds across the island’s west and east ends, giving you a full flavour of Bermuda’s duality.

Discover cosmopolitan Hamilton by boat or yacht with its prestigious fine dining scene, alongside the UNESCO-listed charm of St. George’s and the iconic pinks sands of Horseshoe Bay.

Enjoy curated excursions to hidden beaches, sunset cruises over crystal clear waters, and days at leisure in luxury beach resorts where privacy and exclusivity are paramount.

Whether you are cycling the Railway Trail, diving shipwrecks, or sipping Dark ‘n Stormies at a waterfront bar, this is an island escape brimming with variety and island indulgence.

Bermuda is ideal for couples, solo travellers or LGBTQ+ honeymooners seeking sun, sophistication, and a slower pace.

In detail

? Don't forget that most of our itineraries can be totally customized. Our expert team will be able to talk you through all the options.

Days 1-3: Arrival, Beach Relaxation & Diving

Arrive in Bermuda and settle into a luxury beachfront resort in Cambridge Beaches on the west coast, set amongst calm waters and pink sands. Spend your first full day unwinding at Horseshoe Bay, one of the most iconic beaches in the world, or opt for a quiet cove along the South Shore Park.

Embark on a curated West End tour exploring the Royal Naval Dockyard where you can learn about the country’s rich naval heritage, discover boutique shops and enjoy rum tastings at the historic Bermuda Rum Cake Company. Dive into the underwater world with a private snorkelling or scuba excursion among coral reefs and shipwrecks teeming with tropical fish.

Return each evening to fine dining overlooking the ocean, with the option for a sunset catamaran cruise on your second night.

Days 1-3: Arrival, Beach Relaxation & Diving

Days 4-5: Cultural Hamilton & Culinary Delights

Relocate to a boutique hotel or waterfront property that is just a short ferry or taxi into Hamilton, the island’s capital. Start your day with a walking tour of pastel-fronted buildings, art galleries, and hidden gardens, learning about Bermuda’s British and Caribbean-influenced heritage.

Indulge in a curated food tour featuring fresh-caught wahoo, traditional fish chowder, and locally inspired cocktails. In the evenings, enjoy live music at bars along Front Street and fine dining at waterfront restaurants like 1609 or Blu Restaurant.

Choose between wellness experiences, such as spa treatments with ocean views, or adventure options like jet-skiing around the Great Sound or paddleboarding at sunset. The choice is entirely yours. Bermuda is the ideal location to switch off from the world.

Days 4-5: Cultural Hamilton & Culinary Delights

Days 6-7: Railway Trails & Island Adventures

Venture into the island’s lush interior with a guided cycle or e-bike tour along the Bermuda Railway Trail, offering panoramic views and access to secluded coves. Stop for a picnic or swim at hidden gems like Jobson’s Cove or Warwick Long Bay.

The Crystal Caves are a must-visit – an underground world of stunning stalactites and crystal-clear pools. Combine this with a stop at the Swizzle Inn, birthplace of Bermuda’s famous rum swizzle.

Optional activities include cliff jumping at Admiralty House Park, a round of golf on one of Bermuda’s world-class courses, private yoga classes or private perfume making.

Days 6-7: Railway Trails & Island Adventures

Days 8-10: Historic East End & Tranquil Farewell

For your final days, stay in the UNESCO-listed town of St. George’s – a charming enclave of cobbled streets, heritage homes, and centuries-old churches. Explore Fort St. Catherine and the town’s open-air museum-like squares, where history and island life intertwine.

Enjoy a private yacht charter around Castle Harbour or a kayak excursion through the crystal-clear waters of Tobacco Bay. Your final evening includes a farewell dinner with ocean views and local live music that makes for a fitting celebration of your time on the island.

On your final morning, take time for a final beach stroll or swim before your transfer to the airport.

Days 8-10: Historic East End & Tranquil Farewell

Why book with us?

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We want to ensure you have the best experience with us so we’ll keep working on your itinerary until perfect. You will have your own personal dedicated member of our team who will help build a trip that is bespoke to you.


Call our travel experts on +44 (0)20 7157 1570

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