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Experience Boston from a whole new perspective aboard the private yacht Trinacria with Captain Riccardo. Whether you're interested in sightseeing, enjoying the stunning fall foliage, or just cruising around Boston Harbor and the Harbor Islands, this tour offers a personalized adventure. Best of all, it’s your boat—no sharing with strangers, and you can bring your own food and drinks to customize your trip.
Choose from tours lasting between 3 to 5 hours, with options like inner harbor cruises or lighthouse excursions. Want a more meaningful experience? We also offer a sea burial ceremony, including all necessary government notifications at no extra charge. Just let us know your preferences, and we’ll do our best to make your trip memorable.
Perfect for small groups up to six people, this private tour is accessible to all fitness levels and available in English and Italian. Whether you're celebrating a special occasion or just want a relaxing day on the water, this Boston sightseeing experience is truly one of a kind.
Tours can last from 3 to 5 hours, depending on the activities you choose.
Yes, you're welcome to bring your own food and beverages onboard to make your trip more personal.
Absolutely. The tour is suitable for all physical fitness levels and ages from 0 to 120.
The tour includes stops at iconic sites like Boston’s skyline, USS Constitution, Bunker Hill Monument, Mystic River, USS Cassin Young, Zakim Bridge, Charles River, Boston Garden, Boston Navy Yard, Castle Island, Deer Island, Nantucket Lightship, and Boston Light—each offering photo opportunities and scenic views.
Gratuities are not included in the price. Other than that, most activities and inclusions are covered, but feel free to ask about any special requests.
All sales are final. No refunds are available for cancellations.
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Check availability to see start times.
English, Italian
Enjoy a photo stop with the Boston skyline as your backdrop. The city, settled in 1625 and named after Boston Lincolnshire, offers stunning views from the water.
See the historic three-masted wooden frigate launched in 1797, the oldest ship afloat. Learn about her role in defending American shipping during early wars.
Cruise past this iconic monument commemorating one of the first battles of the American Revolution. Perfect for photos with the monument in the background.
Travel along the tidal Mystic River, historically significant and known for its Native American name, 'Missi-Tuk.' The river area includes the Mystic River Home and the Mystic River Casino.
Pass by this WWII-era Fletcher-class destroyer, now a memorial ship. Named after Medal of Honor recipient Captain Cassin Young, it served in major battles and is preserved as a historic site.
See the Zakim Bridge, completed in 2003 and a symbol of Boston’s modern infrastructure, named after civil rights leader Leonard P. Zakim.
Travel along the Charles River, famous for rowing and the Head of the Charles Regatta. Many universities, including Harvard and MIT, line its banks.
View the historic sports arena home to the Boston Celtics and Boston Bruins, from the water.
Cruise past this historic shipbuilding site established in 1801, which served the U.S. Navy for nearly two centuries.
See the historic fort built in 1632 and rebuilt by Paul Revere, which played roles in the War of 1812 and served as a prison.
Observe Deer Island, once a refuge for deer and now a major sewage treatment plant, visible from the harbor on clear days.
Pass by the last serving lightship, now a floating museum on Nantucket Shoals, offering a glimpse into maritime history.
Conclude your tour with a visit to Boston Light on Little Brewster Island, the oldest lighthouse in the U.S. still in operation, dating back to 1716.
Pickup available, or meet at the start point
Many of our pickup locations have free parking. The exact meeting spot will be confirmed at booking. A uniformed crew member from the Trinacria will greet you at the dock, standing near the boat, which is a white vessel with black and gold sides, named 'Trinacria'.
Open in Google MapsPickup is available from 7 designated hotels. The exact pickup time will be confirmed after booking.
All sales are final. No refunds are available for cancellations.
Your booking is confirmed immediately after checkout.
From $2,000.00 per person