CHARTER ITINERARY
Explore Historic Boston and the surrounding islands aboard one of our luxurious vessels
Personalize Your Route!
Routes will depend on the duration of your charter.
Ask about our overnight accommodations with exclusive destinations to Cape Anne, Nantucket, Provincetown, and Martha’s Vineyard!
Peddocks Island
At 184 acres, Peddocks is one of the largest, most diverse islands in the harbor with the longest shoreline of any harbor island. Peddocks features a new pier, hiking trails and military ruins that pass a marsh, a pond and coastal forests.
George’s Island
The current Fort Warren was completed in 1850. Armed with cannons during the Civil War, its mission was to protect the harbor. It was also used as a prison for Confederate soldiers and those deemed disloyal to the Union.
Little Brewster Island
Home of the Boston Light, the country's oldest continually used lighthouse site (1716). Originally financed by a tax of a penny-a-ton on all vessels entering & leaving the harbor, the stone lighthouse was destroyed by the British but was rebuilt in 1783.
Nantasket Beach
Located in the historic and picturesque seaside town of Hull sits the Nantasket Beach Resort. Hull is a long narrow peninsula projecting into Boston Harbor which the Plymouth Colony used to set up as a trading post with local Indians
Charlestown
The historic waterfront of Charlestown is the oldest neighborhood in Boston. The Freedom Trail climbs streets lined with brick townhouses and clapboard triple-decker homes to the Bunker Hill Monument, site of a key Revolutionary War battle. The 1797 U.S.S. Constitution warship and its museum are in the Charlestown Navy Yard.
Encore Boston Harbor invites relaxation, fun and excitement at every turn. From lavishly appointed rooms and extraordinary restaurants for casual and fine dining to thrilling games, inventive spa treatments and chic shopping, every demand is anticipated and every need is met with impeccable service.
Encore Boston Harbor
Boston Harbor Sunset Cruises
Nothing is more spectacular than cruising under the nighttime skies of the beautiful city of Boston and surrounding areas aboard the Trilogy. Share this tranquil experience with friends and family.
As one of America's oldest cities, Boston is easily recognizable by its 19th-century brick row houses, narrow cobbled streets, and traditional gas streetlamps. The city's ubiquitous charm and character is just as apparent when viewed from afar.