Boston: Private Yacht Harbor Tour & Boston Light Cruise

★★★★★★★★★★ 5.00 (1 reviews)

Instant confirmation

1/15

Duration3h–5h

GroupPrivate

LanguagesEN · IT

PickupAt your hotel

What does it take to see Boston Light from the water where it actually works?

You get a private yacht with Captain Riccardo, no shared passengers, and the freedom to choose your route — Inner Harbor sightseeing, a full cruise to Boston Light, or autumn foliage. Stops include the USS Constitution, Bunker Hill Monument, Charlestown Navy Yard, and the harbor islands. Bring your own food and drinks; the boat provides water, soda, and fishing gear. Tours last 2 to 5 hours depending on what you pick, with flexible pickup around Boston Harbor.

3h–5h

Step-by-step itinerary

Private Boston Harbor sightseeing cruise

Board private yacht Trinacria
See Boston Skyline and take photos
View USS Constitution and take photos
Cruise by Bunker Hill Monument
Travel along Mystic River to Boston Harbor
Pass USS Cassin Young and pause for photos
See Zakim Bridge and take photos
Cruise Charles River end waters
View TD Boston Garden from harbor
Travel adjacent to Boston Navy Yard docks
Run along Castle Island shoreline
See Deer Island in the distance
Pass by the Nantucket lightship
Cruise to Boston Light lighthouse

The Experience

Captain Riccardo's Trinacria gets you there — a private yacht that means no shared groups, no strangers, just you and whoever you bring. The boat leaves from flexible pickup points around Boston Harbor and heads straight out past the USS Constitution (launched 1797, still afloat), the Bunker Hill Monument rising from the shore, and the Charlestown Navy Yard where American ships were built for 175 years. You stop when you want to photograph things. You move when you're ready. Most Boston Harbor tours pack you in with thirty other people; this one doesn't.

The real draw is Boston Light itself — the lighthouse on Little Brewster Island that's been standing since 1783 and is still staffed by the Coast Guard, the only one in the country that is. Getting there means cruising through the harbor islands, past Deer Island and the Nantucket lightship, watching the skyline shrink behind you. If you want, Captain Riccardo can haul up lobster traps right next to the lighthouse or set you up with fishing rods along the way. The boat includes soda, bottled water, and tackle; you bring your own food and drinks, which means you're not eating whatever the tour operator heated up that morning. Inner Harbor tours run 2 to 3 hours if you want to stay closer to the city. Lighthouse tours take up to 4 hours. You decide what matters.

The flexibility is real — not a marketing line. You can ask for foliage routes in autumn, a different route entirely, or even something the description doesn't mention. Captain Riccardo handles the logistics and the paperwork. Gratuities aren't included in the price, so budget for that when you book. The boat fits your group and no one else's, which is what changes how the day feels.

What’s included

Private yacht with no shared passengers.
soda and bottled water.
fishing rods, tackle, and bait.
flexible pickup around Boston Harbor.
stops at USS Constitution, Bunker Hill Monument, Charlestown Navy Yard, harbor islands, and Boston Light (depending on route chosen).
option to haul lobster traps near the lighthouse.
ability to bring your own food and drinks on board.

Good to know

Easy physical levelPets welcomePublic transport nearbyInfants must sit on laps

Operated by Trinacria Fishing & Cruising

Is this one for you?Book this if you want to see Boston Harbor and Boston Light without arranging a shared tour or managing a group schedule — the private boat and flexible timing mean you move at your own pace, and bringing your own food keeps the day exactly how you want it.