Looks Good
This date is available.
By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.
This date is available.
⛵️ Private Sailing Charters Around Mattapoisett, Dartmouth and Buzzards Bay $250/hour | 3-hour minimum | Up to 6 guests Step aboard Our Passion, a comfortable and well-equipped 42-foot sailing yacht, and enjoy a completely private and customizable charter in the waters around Martha’s Vineyard, Cuttyhunk, and Buzzards Bay. We’re a husband-and-wife captain team with over 40 years of combined experience, offering relaxing, memorable, and safe sailing adventures for couples, families, and small groups. ⭐️ What’s Included: - Your own private sailboat (Pearson 422) with licensed captain and crew - Flexible departure points: Mattapoisett, Dartmouth, Padanaram or New Bedford - Spacious shaded cockpit + open seating at bow and stern - Swim platform & ladder — perfect for jumping in or dipping your feet - Hard-bottom dinghy for beach visits or exploring islands - Personalized itinerary based on your goals: relax, explore, learn, or celebrate - Optional sailing lessons or hands-on experience at the helm 🗺 Popular Charters: - Day sails around Vineyard Sound or Buzzards Bay - Sunset sails and full moon cruises - Cuttyhunk day or overnight trips - Island hopping between the Vineyard and mainland - Beach landings at private coves for sunbathing or swimming 👩✈️ Your Crew: We are both USCG-licensed 50-ton Masters, certified in first aid, open-water rescue, and advanced survival at sea. Safety and hospitality are our top priorities—and we love sharing our passion for sailing. 💬 What Guests Say: "We had the best day of our trip aboard Our Passion. The boat is stunning, the captains are true professionals, and the experience was completely tailored to what we wanted!" 📞 Ready to Book? We’re happy to answer any questions and help you build your perfect day on the water. Send us a booking request or message now to secure your preferred date.
I have a USCG 50 Ton Master Near Coastal w/ Sailing and Assistance Towing endorsement and over 1500 sea days. I take safety of the vessel and our guests first and foremost. I am a Red Cross Lifeguard and keep my CPR/First Aid certifications active. I am member of random drug testing pool and do not consume alcohol. I only hire drug tested and fully licensed crew members.
You’ll get helpful information for your departure after your booking is confirmed.
Street Address For Arrival
Departure Location
Free cancellation up to 5 days before your trip.