Full Day Sailing & Island Charters by Boston Sailing Tours
Difficulty
easy
Duration
6 hours
Fitness Level
Suitable for all fitness levels; requires basic mobility for boarding and walking uneven island terrain.
Overview
Step aboard Boston Sailing Tours’ 6-hour charter to Grape, Lovells, and Bumpkin Islands for a secluded day of sailing, wildlife, and historic island trails just minutes from downtown Boston.
Adventure Tips
Wear soft-soled shoes
Hard-soled shoes and heels aren’t allowed on board for safety; opt for sneakers or boat shoes.
Bring your own picnic
You’re welcome to bring snacks, sandwiches, and drinks to enjoy on board or ashore.
Dress in layers
Ocean breezes can be cool even in summer, so prepare with layered clothing and a windbreaker.
Respect island wildlife
Stay on marked trails and avoid disturbing nesting birds and other animals during your visit.
Local Insights
Wildlife
- Ospreys nesting on island cliffs
- Harbor seals often spotted near shoreline rocks
History
The islands served as key defensive points from the Revolutionary War through World War II, with visible remains of old fortifications and gun emplacements.
Conservation
Boston Sailing Tours supports responsible tourism by limiting visitors on the islands and promoting Leave No Trace principles to protect delicate habitats.
Frequently Asked Questions
Recommended Gear
Layered Clothing
Allows adjustment to changing temperatures and ocean breezes during the trip.
spring specific
Sunscreen
Protects exposed skin from strong sun while sailing and on the islands.
summer specific
Soft-soled Shoes
Provides safety on deck and comfort for island hikes.
Hat & Sunglasses
Protects eyes and face from sun glare reflecting off the water.
summer specific