Private Sailing Catamaran Charter in Gloucester

Three hours on the water, no itinerary but your own.

A private catamaran charter in Gloucester for up to six guests, captained by Captain Lu, sailing Gloucester Harbor and the Cape Ann coastline at your own pace. The boat is a 36-foot Fountaine Pajot with room to move around and relax. You set the route and the stops. Captain Lu speaks English and Spanish.

The experience

You board a 36-foot catamaran designed to give you space instead of crowding. The boat holds up to six people comfortably, and Captain Lu handles the sailing while you decide what to do: watch the lighthouses and rocky coastline pass, swim off the boat if the water is calm, sit on deck and talk, or just stay quiet. The catamaran is stable enough that you won't spend the three hours gripping the rail, which matters if anyone in your group gets queasy on boats.

The trip works for families, couples, and small celebrations, birthdays, proposals, anniversaries. You're not following a fixed schedule of stops or a script. Captain Lu knows the harbor and will point out what's worth seeing, but the day is yours to shape. Bottled water, flavored seltzer, and snacks come with the booking.

Captain Lu speaks English and Spanish. Service animals are welcome. The boat departs from Gloucester, and public transportation options are available nearby if you're coming from elsewhere on Cape Ann.

What’s included

• Bottled water.
• flavored seltzer.
• snacks.
• Captain Lu's expertise and narration of the harbor and Cape Ann coastline.

Before you book

Days and timesEvery day

GroupPrivate

Live guideEnglish and Spanish

Meeting point and pickupNo hotel pickup: you go to the meeting point. Ends back at the starting point.

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.It may be canceled due to bad weather. If that happens, you're offered another date or a refund.

ConfirmationConfirmation within 48h

Prices and times updated yesterday

Good to know

Easy physical levelPets welcomePublic transport nearby

Operated by Halcyon Days Sailing Charters

Is this one for you?The three-hour window leaves your morning or afternoon free for other plans in Gloucester, so it fits easily into a day that includes lunch or a visit to the waterfront. If you want a full-day sailing trip or a multi-stop itinerary, a longer charter would need to be arranged separately.

Top questions

What languages is the guide in?

Live guide in English and Spanish.

What happens if it rains?

It may be canceled due to bad weather. If that happens, you're offered another date or a refund. Free cancellation up to 24 h before the start.

How many people can fit on the catamaran?

The boat accommodates up to six guests comfortably. Larger groups can be arranged with prior notice.

What's included in the charter?

Bottled water, flavored seltzer, and snacks are provided. Captain Lu and the boat are included in the price.

Do I need sailing experience to book this?

No. Captain Lu handles all the sailing. You're a passenger on a private boat, not crew.

Can we swim during the sail?

Swimming depends on conditions that day: Captain Lu will let you know what's safe when you arrive.