easy
6–8 hours
Suitable for all fitness levels; minimal physical exertion required as the crew manages sailing tasks.
Discover the freedom of a private sailing adventure around Boston Harbor. Explore islands, swim, and enjoy a personalized day on the water with your friends or family.
From $1495 | 6 Hours Aboard Captiva | Up To Six Guests| Boston Harbor, the islands and beyond!
Experience a memorable day sailing around Boston Harbor and its picturesque islands. Enjoy the freedom to explore lighthouses, swim, and island hop at your leisure. With your own private charter, bring along snacks and drinks for a personalized adventure on the water, ensuring an unforgettable day with friends or family.
Private Sailing Charter: From $1495.00 All Ages welcome | Price includes up to 6 people
6 hours
Come enjoy a sail around the Boston Harbor for the day! Spend your day sailing around and exploring all that the inner and outer harbor have to offer. You are welcome to bring snacks, lunch and any libations you like. You can explore the islands and lighthouses up close, we can throw the anchor and take a dip, island hop, and get the extended tour of the area. It’s your boat for the day and we’ll make sure its unforgettable!
Protect yourself from sun exposure while on the open water to avoid sunburn.
Since it’s a private charter, bring your favorite refreshments to stay energized.
Choose shoes with good grip to safely move around the deck.
Let the crew know your swimming comfort level for safe island hopping stops.
Boston Harbor played a pivotal role during the American Revolution, including the famous Boston Tea Party event.
Efforts to maintain water quality and protect local marine habitats are active, with charters committed to eco-friendly practices.
Protects skin from UV rays during long exposure on the water.
summer specific
Keeps you warm against cool sea breezes while sailing.
spring specific
Keeps your valuables dry and safe during the trip.
Ensures safe footing on the deck throughout the day.