easy
4 hours
Suitable for all fitness levels; minimal physical exertion required aside from light movement on deck.
Sail away on a private 4-hour charter around Boston Harbor Islands with your own captain. Perfect for families, friends, and all skill levels looking for a unique outdoor adventure on the water.
From $995 | 4 Hours Aboard Captiva | Up To Six Guests | Sail out to the Boston Harbor Islands!
Embark on a memorable 4-hour private sailing charter around the stunning Boston Harbor Islands. Customize your adventure with your captain, explore further islands, and enjoy swimming along the way. This unique experience invites all ages to create lasting memories on the water with family and friends.
Private Sailing Charter: From $995.00 All Ages welcome | Price includes up to 6 people
4 hours
Come enjoy a 4 hour sail around the Boston Harbor! Sail out to the Boston Harbor Islands on this extended version of our tour. Enjoy sailing around some of the further islands before returning to the inner harbor for the rest of your tour. Or, design your own half day adventure, just tell our captain what you would like to do. Swimming is allowed (if not encouraged) on this option!
Sea breeze and sun exposure can vary, so pack layers to stay comfortable throughout your sail.
Even on cooler days, it's important to drink water while out on the water to stay energized.
Deck surfaces can get slippery, so sturdy, non-slip footwear is recommended for safety.
Apply waterproof sunscreen to avoid sunburn, especially during longer exposure on the water.
Boston Harbor Islands played a strategic role in colonial and revolutionary history, with forts and lighthouses marking their legacy.
The Boston Harbor Islands National Recreation Area prioritizes sustainable tourism and protects sensitive habitats from human impact.
Keep warm and comfortable as temperatures and wind conditions change during the sail.
Protect your skin from UV rays during extended sun exposure on open water.
summer specific
Helps maintain footing on wet or slippery deck surfaces.
Staying hydrated is key for comfort and safety while sailing.