
easy
2–5 hours
Minimal fitness required; guests should be able to board a small yacht and stand for short periods.
Step aboard the Trinacria for a private cruise through Boston Harbor—choose a short inner-harbor loop, a lighthouse run to Boston Light, or a mixed fishing-and-sightseeing charter. Flexible pickup, BYO food and private service make this a tailored way to see the city from sea level.
The Trinacria slips from her berth like a polished thought, white hull cutting across Boston Harbor while the city skyline loosens from the shore and folds behind you. Onboard, conversations drop to a hush the moment you pass beneath the Zakim Bridge; the ocean and the city take turns speaking. Captain Riccardo steers a course through the harbor islands, pausing when a lighthouse or warship demands a photograph, and letting the wind sketch a new margin on a napkin of salt-scented air.

If you’re sensitive to movement, take or bring preventative medication and sit mid-ship where the motion is gentlest.
Bring a windproof layer and a sun hat—temperatures can swing quickly between dock and open water.
Use a neck strap or small dry bag for phones and cameras; the crew will pause for photos but the deck can be wet and breezy.
Confirm pickup point and allow extra time for dock logistics; budget cash or card for crew gratuities as they’re not included.
Boston Harbor was the stage for colonial trade and naval power—sites like the Charlestown Navy Yard and Boston Light chronicle the city’s maritime rise from the 17th century onward.
The harbor has undergone major cleanup since the late 20th century; visitors should avoid disturbing wildlife, pack out trash, and follow any no-fishing or protected-area rules.
Grip and comfort for moving safely on a potentially wet deck.
Blocks harbor wind and keeps you warm when the boat is cruising.
Prevents nausea on choppy stretches, especially for first-time boaters.
Capture skyline, lighthouses and island scenes—use a strap to prevent drops.