Wine on the Weekend Sail in Boston Harbor
Difficulty
easy
Duration
2–3 hours
Fitness Level
Suitable for all fitness levels; primarily relaxed seating, with optional participation in sailing tasks.
Overview
Set sail on Boston Harbor with World Ocean School’s Wine on the Weekend experience. Enjoy scenic views, complimentary wine, and a relaxed atmosphere aboard the historic Denis Sullivan schooner.
Adventure Tips
Arrive Early for Check-In
Plan to arrive at least 15 minutes early to complete safety briefings and get comfortable before setting sail.
Dress in Layers
Boston Harbor’s temperatures can shift quickly on the water, so wear layers to stay comfortable throughout your trip.
Bring a Reusable Water Bottle
Stay hydrated between sips of wine by bringing your own water bottle — fresh water is available on board.
Use Sun Protection
Even on cloudy days, UV exposure is strong on the water—apply sunscreen and wear a hat to avoid sunburn.
Local Insights
Wildlife
- Harbor seals
- Atlantic puffins
History
The Denis Sullivan schooner is a replica of a 19th-century Great Lakes cargo ship, linking Boston’s maritime heritage with educational sailing.
Conservation
World Ocean School promotes marine stewardship by teaching sustainable practices and protecting the local ecosystem during all sails.
Frequently Asked Questions
Recommended Gear
Layered Clothing
Allows you to adjust to changing temperatures on the water.
all specific
Sunscreen
Protects your skin from UV rays during your sail.
spring specific
Non-Slip Shoes
Ensures safety on deck, especially when the surface is wet.
all specific
Reusable Water Bottle
Helps you stay hydrated throughout your time on the water.
all specific