Classic Sail Boston - Boston, Massachusetts

Classic Sail Boston

Classic Sail Boston is a premier boat tour and sightseeing tour agency located at 142 Pier 4 Blvd., Boston, MA 02210, United States. With a phone number of 8447245267 and a website at classicsailboston.com, this company offers an exceptional experience for tourists and locals alike.

The company specializes in boat tours and sightseeing tours, providing unique perspectives of Boston's iconic landmarks and waterways. For those with limited mobility, the agency is pleased to offer wheelchair-accessible parking facilities.

Classic Sail Boston has garnered a stellar reputation, with 72 reviews on Google My Business and an impressive average rating of 4.9/5. Customers praise the company's knowledgeable guides, comfortable vessels, and memorable experiences.

Whether you're a first-time visitor or a longtime Boston resident, Classic Sail Boston offers an unforgettable way to explore the city's rich history and breathtaking views.

Specialties:

• Boat tour agency
• Sightseeing tour agency

Other points of interest:

• Wheelchair-accessible car park

Opinions: This company has 72 reviews on Google My Business.

Average opinion: 4.9/5.

👍 Reviews of Classic Sail Boston

Tim L.

5/5

Absolutely stunning sunset sailboat tour on Boston Harbor! The boat was beautiful and meticulously maintained, providing the perfect setting for a memorable evening. Captain Dave was fantastic and very knowledgeable of the surrounding area. His kindness made us feel very welcome and we were instantly immersed in the environment. The weather was perfect and Boston Harbor provide breathtaking views. One of the highlights was getting the chance to steer the sailboat ourselves, adding a unique experience and provided great opportunities for photos. Passing by the USS Constitution was also memorable and Captain Dave's restaurant recommendations on the North Side were spot on. He even dropped us off nearby, adding a personal touch to an already incredible experience. Highly recommend this tour!

Krystina O.

5/5

Dave + his team at Classic Sail are the BEST!! Family-run business, down-to-earth, kind hearted folks. Dave chartered a sunset sail for photography clients of mine and we had a blast! He was communicative and thoughtful, had access to bluetooth music, let us pop champagne, and also just hung back while we had our photography session! A skilled sailor with a beautiful boat - Would do it again and again!

Eskandar C.

5/5

We had the best 4-hour family time sailing the Boston coast line, with Dave, the ship captain. Dave was very knowledgeable of the Boston maritime history, an excellent sailer and most important of all, an amazing host on his beautiful and comfortable sailboat. We will come back with more family members to experience this amazingly relaxing and fun time again, in the future.

Melissa S.

5/5

My husband and I booked a two hour cruise and it was wonderful! We had such a great time, the boat captain and his wife were both really accommodating and easy going. Made us feel like we were amongst old friends. I’d definitely recommend this to anyone visiting Boston. We got to see some of the history of Boston from with water, while siping wine and enjoying the amazing weather. 10 out of 10.

Bonnie G.

5/5

A must when in Boston. We came to Boston for a romantic trip and loved Classic Sail Boston so much we came back a year later with our 4 kids. They were able to have lunch on the boat and tour a near by island. Then later that evening fireworks while on the boat. What an experience! They are still talking about their trip to Boston and the amazing sailboat. We will be coming back and can not wait. If your looking for something you'll remember this is it! Our kids were ranging in ages from 6-11 and they were super entertained.

Mark D.

5/5

Booked a sunset cruise with Captain Dave for my proposal. Only great things to say, he was very patient and accommodating as we ran into a bit of rain just before the cruise. Would highly recommend!

Shannon S.

5/5

We had a great time on the sail boat! Our captain was very knowledgeable and the views were amazing! Would definitely book again!!

James G.

5/5

Great experience; we did a sunset sail and then watched the Winthrop fireworks. The views were amazing and the boat was great; just as importantly, David and Katie were knowledgeable, friendly, and professional. I highly recommend a sail with them for any occasion.