Discover the beauty of Boston’s harbor with the Downtown Harbor Sailing Cruise. This 1.5 to 2-hour journey aboard a classic schooner offers stunning views of the city’s iconic landmarks, from the New England Aquarium to Castle Island. With complimentary beverages and a knowledgeable crew, passengers can enjoy Boston’s rich nautical heritage. Whether you’re a local or a visitor, this sailing adventure provides a unique perspective on the city’s waterfront that you won’t want to miss.
This experience made our article of 14 Must-Try Cruises And Boat Tours In Boston.
Key Points
- Scenic 1.5 to 2-hour sailing tour of Boston’s iconic harbor, including views of landmarks like the New England Aquarium and Castle Island.
- Prices start at $66.54 per person, with complimentary soda and water, and adult beverages available for purchase.
- Knowledgeable crew provides insights on key sights during the sail, immersing passengers in Boston’s nautical heritage.
- Passengers can enjoy a relaxing and engaging experience, with amenities like picnics allowed on board and credit cards accepted for onboard purchases.
- The tour has an overall 4.7 out of 5-star rating based on 199 reviews, with high praise for the knowledgeable and friendly crew.
Overview and Pricing
The Boston Downtown Harbor Sailing Cruise offers a picturesque 1.5 to 2-hour tour of Boston’s iconic harbor and landmarks. Priced from $66.54 per person, the cruise provides passengers the opportunity to sail on a classic schooner and view attractions like the New England Aquarium and Castle Island.
With free cancellation up to 24 hours in advance and the option to reserve now and pay later, it’s a convenient and flexible sightseeing experience. Complimentary soda and water are included, and adult beverages can be purchased onboard, making for a relaxing outing on the water.
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Experience and Highlights
As passengers board the classic sailing schooner, they embark on a captivating journey that showcases Boston’s iconic harbor and landmarks.
The knowledgeable crew is on hand to point out key sights, including:
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The New England Aquarium, a popular attraction along the waterfront.
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The Moakley Federal Courthouse, a striking modern building.
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The bustling Boston Fish Pier, a hub of maritime activity.
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Castle Island and the Charleston Navy Yard, historic landmarks rich in history.
Throughout the sail, passengers can sip complimentary beverages and take in the stunning views, seeing Boston’s nautical heritage.
Amenities and Restrictions
Although complimentary water is available on board, passengers are encouraged to bring their own water bottles to reduce plastic waste.
Guests are welcome to bring a picnic to enjoy during the cruise. However, pets and smoking aren’t permitted, and only service animals are allowed.
Children under 17 must be accompanied by an adult.
For onboard purchases, the crew only accepts credit cards – no cash.
These amenities and restrictions are in place to ensure a comfortable and safe experience for all passengers aboard the classic sailing schooner.
Booking and Check-in Information
Passengers can meet at the designated boarding location, which varies based on the sailing option they’ve booked.
No need to print anything prior to check-in; simply bring a photo ID matching the reservation name. Boarding passes will be issued at check-in.
Booking details:
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Meeting point varies based on sailing option
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No need to print anything prior to check-in
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Bring photo ID matching reservation name
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Credit cards only accepted for onboard purchases
Passengers can look forward to a relaxing and engaging sailing adventure on the Boston Harbor.
More Great Tours NearbyCustomer Reviews and Ratings
The Boston Sailing Cruise has garnered an impressive overall rating of 4.7 out of 5 stars based on 199 customer reviews. Travelers praised the knowledgeable and friendly crew, describing the experience as relaxing and engaging. The sailing adventure offered opportunities to interact with the crew and learn about Boston Harbor.
| Metric | Rating |
| — | — |
| Transportation | 4.9/5 |
| Value for Money | 4.7/5 |
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What to Expect on the Sailing Cruise
When guests board the classic sailing schooner, they’ll be greeted by the knowledgeable crew ready to provide an engaging and informative experience.
The highlights of the sailing cruise include:
Sailing past iconic Boston landmarks, interacting with knowledgeable crew, complimentary refreshments, and relishing the beautiful harbor views.
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Sailing past iconic Boston landmarks like the New England Aquarium, Moakley Federal Courthouse, and Charleston Navy Yard.
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Opportunities to interact with the crew and learn about the city’s maritime history.
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Complimentary soda and water, with adult beverages available for purchase.
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The chance to relax and enjoy the beautiful views of Boston Harbor.
Throughout the cruise, guests can expect a leisurely and memorable sailing adventure.
Top Reasons to Book the Boston Harbor Sailing Cruise
While there are many reasons to book the Boston Harbor Sailing Cruise, a few stand out as particularly compelling. Firstly, the opportunity to sail on a classic schooner is a truly unique experience. Secondly, the cruise offers breathtaking views of Boston’s iconic landmarks, including the New England Aquarium and Castle Island. Plus, the knowledgeable crew is on hand to provide fascinating insights into the city’s history and point out notable sights. Finally, the cruise’s convenient duration and flexible cancellation policy make it an accessible and flexible option for visitors to Boston.
| Reason to Book | Description |
| — | — |
| Unique Experience | Sail on a classic schooner |
| Stunning Scenery | Views of Boston Harbor landmarks |
| Knowledgeable Crew | Learn about the city’s history |
| Convenient Duration | 1.5-2 hours depending on option |
| Flexible Booking | Free cancellation up to 24 hours |
Sum Up
The Downtown Harbor Sailing Cruise offers a captivating way to experience Boston’s nautical heritage. With stunning views of iconic landmarks, complimentary beverages, and knowledgeable crew, it’s a must-do activity for visitors and locals alike. Whether you’re seeking a relaxing afternoon or an immersive glimpse into the city’s maritime past, this sailing adventure is sure to leave a lasting impression.
📍 This experience made our list of the 14 best Cruises And Boat Tours in Boston
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