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.
Set sail on an extraordinary private full day charter around Boston Harbor with Polaris Maritime LLC - D.B.A Classic Sail Boston. This exclusive sailing experience offers a perfect blend of adventure and relaxation, allowing you to customize your itinerary throughout the day. Explore historic lighthouses, discover quaint islands, and anchor at secluded spots to swim or picnic among friends and family. The freedom of a private charter means you can bring your own snacks and drinks, creating a truly personalized day afloat. Whether you’re an experienced sailor or a first-time cruiser, the knowledgeable crew will handle all the sailing details, so you can fully enjoy the awe-inspiring views of Boston’s skyline and coastal beauty. This is more than just a boat ride; it’s a memorable day on the water that offers tranquility away from the city's bustle, combined with opportunities to connect with nature and share special moments. A full day aboard this classic schooner promises sun-soaked adventure, refreshing ocean breezes, and the chance to experience the maritime charm of Massachusetts like never before.
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.