5 Enchanting Cruises to Bermuda

Often mistaken for a Caribbean destination, Bermuda stands out with its rich British heritage, renowned regattas, and iconic pink sand beaches. Located off the coast of North Carolina, this small North Atlantic island feels like a world apart, making it a unique cruise getaway.

A defining feature of any Bermuda cruise is the time spent in this beautiful locale. Unlike many cruise itineraries that only allow brief shore excursions, voyages to Bermuda typically include one or two overnight stays. This gives travelers the chance to explore the island at a leisurely pace, enjoy local dining experiences, or dive into the vibrant nightlife.

If you’re planning a journey to Bermuda's stunning blue shores, these cruises offer five distinct and stylish ways to sail there.

A quick escape from Manhattan with Virgin Voyages

To book: Virgin’s 5-night Big Apple to Bermuda itinerary starts at $2,340 per cabin

Yes, you can enjoy a complete Bermudian experience in just five nights on a round trip from New York City. Virgin Voyages, known for its adults-only cruises and vacation-friendly schedules, features a Big Apple to Bermuda itinerary for those pressed for time but not for quality. Docked for nearly 24 hours at King’s Wharf, passengers can explore a six-acre area known as the Royal Naval Dockyard. This bustling tourist spot surprisingly maintains its charm. Cruise-goers can admire the stunning architecture, indulge in exceptional shopping (make sure to grab a rum cake), and dine at the beloved Frog & Onion Pub, which has stood the test of time. The quickest route to Hamilton, the capital, is a 20-minute ferry ride. Back on Virgin’s 2,762-passenger Brilliant Lady, “sailors” can enjoy vibrant entertainment such as the whimsical dance party known as the “Untitled Dance Show Partything” and more than 20 enticing dining options—all included in the price.

A week with Oceania Cruises that includes a visit to Rhode Island

To book: Oceania Cruises’ 7-night Bermudian Breeze journey starts at $1,699 per person

On this Oceania cruise, you’ll spend three out of eight days docked in Bermuda, nearly half of your trip. The 670-passenger Insignia is perfectly sized to dock right in downtown Hamilton, the capital, allowing you direct access to the city's vibrant heart. After two full nights, the ship moves to the historic St. George, the former capital at the island's northern end, where you can enjoy a day wandering its quaint cobblestone streets, sweetly scented with frangipani. This voyage stands out not just for Oceania’s culinary mastery but also for a visit to Newport, Rhode Island, en route from New York to Bermuda. Renowned for its stunning Gilded Age mansions, Newport showcases its grandeur best at the Breakers, the Vanderbilt family’s former residence. A tour along the breathtaking Cliff Walk is a highlight, available as an optional shore excursion through Oceania.

Bermuda combined with Charleston and Martha’s Vineyard on Celebrity

To book: Celebrity Cruises’ 10-day Bermuda & Charleston journey starts at $1,388 per person

Celebrity Cruises offers a range of weeklong voyages from Cape Liberty, New Jersey, to Bermuda and back. For those with a bit more time, consider Celebrity’s Bermuda & Charleston itinerary. This cruise not only features an overnight stay in Charleston, South Carolina, alongside 48 hours in Bermuda, but it also includes a visit to the renowned summer destination of Martha’s Vineyard. On land, you’ll be surrounded by charming boutiques and picturesque squares, while onboard, the impressive amenities await. The 2,886-passenger Celebrity Silhouette harmoniously integrates outdoor elements, with private balconies in 85 percent of its cabins and the Lawn Club—a live grass area on the ship's top deck, perfect for an impromptu picnic or a game of bocce.

An unforgettable Lesser Antilles cruise with Regent Seven Seas

To book: Regent Seven Seas’ 16-night Iconic Islands to Empire City starts at $10,099 per person, covering flights, hotel, and transfers

While Bermuda isn’t technically in the Caribbean, if you wish to experience both, Regent’s Iconic Islands to Empire City is a remarkable choice. Departing from Miami to New York, this luxurious, all-inclusive cruise includes Bermuda along with seven additional islands. On your journey to Hamilton, you can stop in Grenada, St. Lucia, St. Bart’s, Puerto Rico, and all three ABC islands. Aboard the 700-passenger Seven Seas Mariner, you won’t need to lift a finger; the fare encompasses everything from airfare to Wi-Fi, along with tips, shore excursions, and premium wines and spirits. This cruise is perfect for those who have previously visited Bermuda and are eager to explore more tropical sandy beaches—wrapped in luxury.

A week at sea with an ocean crossing on Windstar

To book: Windstar’s 7-night Bermuda Bliss cruise begins at $2,599 per person

Feel the sea breeze on your hair as you head to Bermuda aboard the Star Pride, one of Windstar’s elegant yachts. This weeklong journey is essentially an ocean crossing, accommodating up to 312 passengers traveling from New York to San Juan, Puerto Rico, across the Atlantic. After two days at sea, you’ll arrive at St. George, a UNESCO World Heritage site recognized as the oldest English colonial town in the New World. Following another two sea days, you’ll reach the Port of San Juan, where passengers can choose to enjoy a short land adventure. With its relaxed and intimate atmosphere, this Windstar cruise is ideal for those looking to unwind at sea with a stop in Bermuda. Start your mornings with yoga on the deck, and when the weather permits, take a refreshing swim from the water sports platform.