Adventure brief
Private Full Day Sail Charter
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.
Adventure tips
Plan your experience.
Curated tips for an optimal adventure.
- 01Bring Sunscreen and Hatessential
Protect yourself from sun exposure while on the open water to avoid sunburn.
- 02Pack Snacks & Drinksinfo
Since it’s a private charter, bring your favorite refreshments to stay energized.
- 03Wear Non-Slip Footwearessential
Choose shoes with good grip to safely move around the deck.
- 04Inform Crew of Swimming Abilitywarning
Let the crew know your swimming comfort level for safe island hopping stops.
Recommended gear
What to bring.
Sunscreen
Protects skin from UV rays during long exposure on the water.
summerEssentialLight Jacket or Windbreaker
Keeps you warm against cool sea breezes while sailing.
springEssentialWaterproof Bag
Keeps your valuables dry and safe during the trip.
Non-Slip Boat Shoes
Ensures safe footing on the deck throughout the day.
EssentialLocal insights
Context for the journey.
Nearby secrets
Spectacle Island - less frequented with scenic picnic areas, Grape Island - peaceful hiking trails and birdwatching
Local fauna
Harbor seals, Ospreys
Historic heritage
Boston Harbor played a pivotal role during the American Revolution, including the famous Boston Tea Party event.
Mindful exploration
Efforts to maintain water quality and protect local marine habitats are active, with charters committed to eco-friendly practices.
Photography tips
Capture the moments
- Viewpoints
- Near Boston Light lighthouse, Viewpoint from Spectacle Island, From the bow of the schooner
- Subjects
- Historic lighthouses, Coastal wildlife, Boston skyline
- Best times
- Golden hour, midday for bright colors, sunrise
Frequently asked questions
Before you go.
Can I bring my own food and drinks on board?
Yes, you are welcome to bring snacks and drinks to enjoy during your private charter.
Is previous sailing experience required?
No prior sailing experience is necessary as the experienced crew handles all sailing operations.
How many people can the charter accommodate?
The private charter comfortably accommodates up to 12 guests.
What should I wear for the trip?
Wear comfortable, non-slip shoes and dress in layers to adjust to changing weather on the water.
Are there bathroom facilities on the boat?
Yes, the boat is equipped with onboard restroom facilities for your convenience.
What happens in case of bad weather?
If severe weather arises, the crew will reschedule your trip or provide a full refund.