Boston to St. John

Enjoy a complimentary stay at the pre-cruise hotel. The evening allows time to become acquainted with the city. For your convenience, our Hospitality Desk will be located in the hotel, and our friendly staff can assist with everything from general questions about the upcoming voyage to reservation of premium experiences. Representatives will be available to provide suggestions for dining, entertainment and sightseeing options to maximize your time here. 

Boston is ubiquitous. As the Cradle of Modern America, it birthed a revolution. Laced in legacy and a world of cultures, the city has stories to tell. Follow the red-brick road along the Freedom Trail, and admire the zenith of colonial history and modern innovation. Cobblestone walkways, civic landmarks and classic architecture sit pretty to reveal authentic Americana from the perspective of one of the oldest cities in the United States. From bookstore and boutique to street performer, Boston is groundbreaking. 

This city on Aquidneck Island is lovingly referred to as the Sailing Capital of the World, having hosted the famed America’s Cup yacht race for more than 50 years. Gilded Age mansions dot the landscape. Sprawling estates such as The Breakers, Rosecliff, Marble House and The Elms were considered “cottages” by the wealthy industrialist families whose legacies they carry. Delight in the rich history, phenomenal cliffside views and award-winning culinary traditions of this fashionable seaside retreat.  

Dotted with grassy hills and winding roads, this cherished island features three towns – Edgartown, Vineyard Haven and Oak Bluffs – and a few smaller villages. Colonial homes and Greek Revival mansions blend with weathered cottages in the architectural style named for the surrounding waters – Cape Cod. Shopping and sightseeing, lighthouses and lobsters, beaches and bike trails…these are the things that visits to Martha’s Vineyard are made of.

At the northern tip of Cape Cod, the first pilgrims from the Old World stepped off the Mayflower in 1620. Pilgrim Monument stretches high above the landscape overlooking the cerulean sprawl of the bay. The dense array of shops and restaurants on Commercial Street host a constant stream of visitors looking for the best of Cape Cod’s seafood and souvenirs. From multicolored murals to sunny decks on which to sit a spell, this spot feels like a slice of paradise.

On a peninsula in Casco Bay, this darling of the Pine Tree State – formerly its capital – lends urban sensibility to the wild splendor of the craggy coastline beyond. At the Old Port waterfront, restaurants and revelry now fill the 19th-century warehouses. Stroll along cobblestone streets and breathe in the fresh scent of the sea. Perhaps catch the strains of some bluegrass or blues from a nearby bar while hardworking fishermen on the wharves catch the next day’s lunch. At Cape Elizabeth just to the south, the Portland Head Light stands as a beacon to the ocean’s travelers.

This charming small town is New England in a snapshot. Lobsters, tall ships, lighthouses and puffins – the adorable orange-tinged birds, for which Maine ocean islands provide their only American nesting grounds. Limestone from the area helped build Boston, New York and beyond. Arts, attractions and breathtaking landscapes give rise to a special atmosphere here. 

The sunrise greets this magical port on Mount Desert Island before any other place in America during fall. An encircling landscape of granite gorgeously sculpted by eons is the breathtaking backdrop for a community rooted in tradition and a true sense of place. In Acadia National Park, standing on the rare crushed-shell surface of Sand Beach affords a panorama of nature’s pageantry, from pink granite to towering evergreen. Soak in some Downeast hospitality on a traditional lobster boat tour optional premium experience. As seals laze on jutted rocks, we make our way to commune with Cadillac Mountain – the East Coast’s highest peak.

As the journey concludes, there are other opportunities for you to take in the town. Enjoy the city at your leisure, or consider a post-cruise premium experience with airport transfer.