Private Sailing Adventure Along Gloucester Coast
Active
2h
For a full refund, cancel at least 24 hours before the scheduled departure time.
Manual confirmation
Mobile or paper ticket accepted
About this experience
Set sail on a private 40-foot Catamaran sailboat for an unforgettable journey along Gloucester's scenic coastline. With up to six guests (more can be arranged), the experience is led by Capt. Lu, a licensed captain with a passion for the sea and extensive sailing knowledge. Enjoy hands-on sailing instruction as you feel the wind in your sails while light refreshments keep you energized. The adventure includes a refreshing swim in tranquil waters after anchoring at a beautiful spot. This intimate sailing experience is perfect for families and friends looking to create lasting memories on the water. Celebrations are always welcome and special request encourage. Weddings parties, bachelorette/ Bachelor outings, Corporate retreats and leadership team building and more! We are happy to work with you to create your unique experience.
Available options
2 Hour Tour
Duration: 2 hours<br/>40' Sailing Catamaran
What's included
Snacks
Available languages
Guide guide
EN
ES
Important information
Service animals allowed
Not recommended for travelers with spinal injuries
Suitable for all physical fitness levels
Meeting point
Please meet us at Cripple Cove Landing. There is free parking at the docks!
About Gloucester
Gloucester, Massachusetts, is a historic coastal city known for its rich maritime heritage and picturesque New England charm. With its scenic harbor, fresh seafood, and vibrant arts scene, Gloucester offers a quintessential Cape Ann experience that blends history, nature, and culture.
Top Attractions
Gloucester Harbor
The iconic Gloucester Harbor is the heart of the city's maritime heritage. It offers stunning views, fresh seafood, and a vibrant waterfront atmosphere.
Scenic
1-2 hours
Free
Gloucester Museum of Natural History
This museum showcases the natural history of Cape Ann, featuring exhibits on marine life, geology, and local ecology.
Museum
1-2 hours
Moderate
Hammonasset Beach State Park
A beautiful beach park with sandy shores, picnic areas, and scenic views of the Atlantic Ocean.
Beach
Half day
Free (parking fee may apply)
Must-Try Local Dishes
Lobster Roll
A classic New England dish featuring fresh lobster meat served on a buttered, toasted bun.
Lunch
Contains shellfish, gluten (from the bun).
Clam Chowder
A creamy soup made with fresh clams, potatoes, and herbs, often served with oyster crackers.
Lunch/Dinner
Contains dairy, gluten (from crackers).
Popular Activities
Hiking
Kayaking
Whale watching
Beach visits
Picnicking
Scenic walks
Museum visits
Art gallery tours
Best Time to Visit
June to August
Summer is the peak tourist season with warm weather, bustling festivals, and outdoor activities. The city is lively with events and perfect for beach visits.
18-28°C
64-82°F
Practical Information
Language
- Official: English
- Widely spoken: English
- English: Widely spoken
Currency
US Dollar (USD)
Time Zone
EST (UTC-5)
Electricity
120VV, 60HzHz
Safety Information
Overall Safety Rating: Generally safe
Gloucester is a safe and welcoming destination for travelers. Common sense precautions should be taken to ensure a safe and enjoyable visit.
Important Precautions:
- • Keep valuables secure
- • Be cautious of pickpockets in crowded areas
- • Use reputable taxi services or ride-sharing apps
Getting there
By air
- Boston Logan International Airport • 45 miles
By bus
Gloucester Bus Terminal
Getting around
Public transport
Affordable and reliable bus service connecting major attractions and neighborhoods.
Taxis
Available • Apps: Uber, Lyft
Rentals
Car, Bike
Neighborhoods
Downtown
East Gloucester
Day trips
Rockport
5 miles • Half day
A charming coastal town known for its scenic beauty, art galleries, and the iconic Motif No. 1 building.
Salem
15 miles • Full day
A historic town famous for its witch trials, maritime history, and Halloween celebrations.
Festivals
Gloucester Schooner Festival • July (biennial)
Harbor Swing Dance • August
Pro tips
- Visit the Gloucester Harbor early in the morning for the best views and fewer crowds.
- Try the local seafood, particularly the lobster rolls and clam chowder, for an authentic Gloucester experience.
- Explore the city's art galleries and museums to discover its vibrant arts scene.
- Take a boat tour of the harbor for a unique perspective on Gloucester's maritime heritage.
- Visit during the off-peak seasons for a quieter and more relaxed experience, with fewer crowds and lower prices.
Get Price
per person
Price varies by option
Secure booking
Free cancellation available
