Luxury Boat Tours & Private Charters Near Dracut, Massachusetts

This private three-hour yacht charter is built around watching organized fireworks displays from the water. The operator lists specific event dates for July fireworks — Boston Harborside, Weymouth/Wessagusset, and Tall Ships nights — and the in-water display itself is about 30 minutes long. The charter accommodates up to 35 guests and includes a captain and custom cruising routes tailored to your experience.

Practical details are operator-provided: complimentary soft beverages, ice, and disposable serviceware are included, and guests may bring their own food and drinks. Check-in guidance requests arrival at least 15 minutes before departure and provides a contact phone number (781-724-6600). This is an option for groups who want a private viewing platform for short, celebratory evenings on the harbor.

For big groups or specialized trips, these large private charters operate 70–90 foot vessels with full-service galleys and on-deck space. The listing notes capability for fishing, party cruises, and whale watching with capacities running from small private trips up to 100 passengers. Sample rates in the operator description indicate full-day fishing charters and multi-hour whale-watch or half-day options.

These boats are set up to include gear and provisioning: fishing rods, bait, tackle, and food and beverage sales onboard on many departures. The operator emphasizes custom trips for groups of 10 or more, making this the practical choice for company outings, extended family gatherings, or serious offshore fishing days where comfort and capacity matter.

This ten-hour daytrip includes round-trip ferry transport and a guided tour of Martha’s Vineyard’s towns, landscapes, and fishing villages. The operator notes full customization and language availability in English, Spanish, and Turkish, making it approachable for varied groups and families. The itinerary highlights visiting several towns and exploring the island’s back roads and fishing villages.

If you want a full-day shore-based exploration rather than a private yacht experience, this outing packages ferry logistics with on-island time. It’s the right choice for travelers who prefer a land-based tour of the island’s character while relying on an operator to handle connections and local orientation during a long, inclusive day.

This private six-hour sail is designed for small groups — pricing is listed from $1,495 and includes up to six guests aboard an example vessel (Captiva). The listing invites guests to bring snacks, lunches, and beverages; the day can include island hopping, close approaches to lighthouses, anchoring for a swim, or simply sailing with a small, attentive crew.

For travelers wanting a low-key, custom day without crowds, a private sail like this puts the decision-making in your hands: where to stop, how long to linger, and whether to emphasize coastal views or beach time. It’s a premium, small-group alternative to scheduled ferries and larger charters.

This six-hour private sailing tour emphasizes islands that receive few visitors each year. The operator describes trips to Grape, Lovells, and Bumpkin Islands where guests can disembark to explore secluded beaches, observe wildlife, and find remains of historic military installations. The experience allows you to bring food, drinks, and music and notes complimentary water and sodas onboard.

Departure details are provided by the operator, and full guest information is available through their detailed pages. This trip fits travelers after quiet island time, short hikes, and private beach stretches not reachable by public ferries — a genuine small-group retreat on the water.

This two-day ASA 114 multihull course is an intensive introduction to handling 30–45 foot cruising catamarans. Sessions run 9:00 AM–5:00 PM across consecutive days, with options for weekend or weekday scheduling. The curriculum covers catamaran systems, sailing and motoring performance, heavy weather handling, seamanship, and emergency response.

The operator notes a low instructor-to-student ratio (1:4 or less), prerequisite certification (ASA 101/103/104), and an option to live aboard during the course for an additional fee. For experienced sailors looking to expand into multihull operations, this course packages practical time at the helm with structured instruction and ASA-aligned content.