Private 2-Hour Sail Charter in Boston Harbor
Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for all fitness levels as the trip requires minimal physical exertion.
Overview
Set sail on a private 2-hour charter around Boston Harbor and explore iconic sights like the Seaport and Castle Island. Enjoy cocktails, history, and waterfront views all aboard your own vessel.
Two Hour Private Sail Charter
From $565 | 2 Hours Aboard Captiva | Up To Six Guests | Experience Boston Harbor like never before!
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Adventure Photos
About This Adventure
Embark on a unique 2-hour private sailing adventure around Boston Harbor, exploring iconic sights like Seaport and Castle Island. Enjoy the rich history, relax with music, or celebrate special occasions with friends and family. With complimentary refreshments and the option to BYOB, this experience promises unforgettable memories on the water.
Experience Boston Harbor like never before!
Rates
Private Sailing Charter: From $565.00 All Ages welcome | Price includes up to 6 people
Duration
2 hours
About
Come enjoy a 2-hour sail around the Boston Harbor! Sail with us around the inner harbor to see the BEST of Boston including Seaport, Southie, Castle Island, Spectacle Island, Eastie, Charlestown, and The North End. Let us regale you with the history of these places, or just listen to some music and enjoy a leisurely sail around the harbor. We specialize in hosting private events; birthdays, anniversaries, proposals… we do it all. Complimentary soda, water, ice are always on board and you’re welcome to BYOB anything else you wish!
Adventure Tips
Bring Layers for Changing Weather
Boston Harbor can be chilly on the water even in summer, so pack a light jacket or sweater.
Bring Sunscreen and Sunglasses
The sun reflects off the water, increasing your sun exposure, so protect your skin and eyes.
Arrive 15 Minutes Early
Plan to arrive a bit early to check in and get familiar with the boat before setting sail.
BYOB Option Available
Feel free to bring your own beverages to enjoy during the trip, complementing the provided refreshments.
Local Insights
Wildlife
- Ospreys soaring above the harbor, especially in spring and summer.
- Harbor seals occasionally spotted basking on buoys and rocks.
History
Boston Harbor has been a critical maritime hub since colonial times and played a pivotal role during the American Revolution.
Conservation
Efforts by local organizations ensure the harbor remains clean and safe for wildlife and recreational use, with a focus on reducing plastic pollution.
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Adventure Hotspots in Boston
Frequently Asked Questions
Recommended Gear
Windbreaker
Protects against cool breezes and occasional rain showers.
spring specific
Sunscreen
Prevents sunburn from reflected sunlight on the water.
summer specific
Warm Hat
Keeps your head warm during cooler twilight hours on the water.
fall specific
Gloves
Provides extra warmth if sailing during colder winter days.
winter specific