Day Trips, Excursions and Crewed Charters

Day trips.

Spend the day aboard your own private sailing yacht exploring the stunning coastline of Boston’s North Shore. Departing from Marblehead or Salem, your captain will guide you along scenic islands, beaches, and hidden coves for an unforgettable summer escape.

You can pack a picnic, stop at one of several seaside restaurants for lunch, or just relax and enjoy the views. Your experienced Captain can provide local insight or offer light sailing instruction throughout the day.

Please feel free to bring food and drinks.

This full-day private sailing charter is perfect for families, friend groups, or couples looking to make the most of New England's sailing season. Book your day trip now and let us help you plan the perfect custom sailing adventure.

Crewed Charters.

Experience the ultimate sailing adventure with a fully crewed charter. Whether you’re dreaming of a long weekend on the New England coast or a week in the Caribbean, we’ll help you create an unforgettable journey.

From June to September, sail north to Maine’s rugged coastline or south through the Cape Cod Canal to explore Cape Cod and the Islands. From December to April, we relocate to the U.S. and British Virgin Islands, where turquoise waters, coral reefs, and warm winds await.

Sail with one of our experienced instructors and choose to relax or enhance your skills with hands-on sailing instruction, including:

• Anchoring, docking, and mooring practice

• Navigating currents in Woods Hole or the Cape Cod Canal

• Bluewater cruising experience

• Caribbean sailing techniques

Our well-appointed yachts provide a comfortable liveaboard setting so you can enjoy the cruising lifestyle in some of the world’s best sailing destinations.

Whether you're here for relaxation, education, or a bit of both — contact us today to plan your custom crewed sailing experience.