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Sightseeing Day Sail around Boston Harbor

4.8 (251)

Boston, US

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Experience the beauty of Boston Harbor from the water on a sightseeing day sail aboard the stunning schooner Adirondack III. Choose between a 1.5 or 2-hour sail and embark on a journey past the seaport district, Castle Island, Fort Independence, Spectacle Island, and Long Island with Long Island Head Light. Perfect for families and friends, this sail offers a unique opportunity to see the sights of Boston while enjoying a leisurely and relaxing experience. Sit back and relax as the crew raises sail and provides beverage service, with drinks available for purchase by credit card. Guests are also welcome to bring a picnic onboard. The knowledgeable captain and crew are always ready to answer questions and share fascinating stories about the history and sights of Boston Harbor. Don't miss this unforgettable sailing experience!

About this experience

Free Cancellation For a full refund cancel at least before the start of your booking
1 hours 30 minutes - 2 hours
Suitable for 1-8 Participants
Small Group Tour
Guided Experience

Highlights

Sail past Boston's seaport district and iconic landmarks
Enjoy a leisurely sail while sipping on refreshing beverages
Learn fascinating facts and stories from the knowledgeable crew
Experience the stunning views of Boston Harbor and its islands
Bring a picnic onboard and enjoy a unique dining experience

Included

Duration: choose between a 1.5 or 2 hour sailing experience

Not included

Beverages are not included, but are available for purchase by credit card only.
Gratuities (recommended for the captain and crew)

Popular Hotels Closeby

More about this experience

Introduction

Embark on an unforgettable adventure with our Sightseeing Day Sail around Boston Harbor! Step aboard the magnificent schooner Adirondack III, an 80-foot pilot schooner from the 1890s, and prepare for an extraordinary experience. As you set sail, leave the hustle and bustle of the city behind and immerse yourself in the serene beauty of Boston Harbor.

What to expect?

During this 1.5 or 2-hour sailing tour, you can anticipate breathtaking panoramic views of Boston's iconic landmarks. Sail past the vibrant seaport district, admire the historic Castle Island, catch a glimpse of the majestic Fort Independence, and be mesmerized by Spectacle Island and Long Island with Long Island Head Light. Every moment of this sailing experience promises to be a feast for your senses.

Who is this for?

This enchanting sail is perfect for families and friends seeking a unique and intimate way to discover the charm of Boston. Whether you are a local or a visitor, young or old, this experience is designed to captivate and delight everyone. Come aboard and create cherished memories with your loved ones, surrounded by the beauty of the harbor.

Why book this?

Indulge in the ultimate relaxation as you let the experienced crew handle everything. Sit back, unwind, and enjoy the gentle sea breeze as the crew raises the sails. If you're feeling thirsty, indulge in a beverage from our onboard bar. Don't forget to pack a picnic to savor while soaking in the breathtaking views. The knowledgeable captain and crew are always ready to share captivating stories and answer any questions you may have about the history and sights of Boston Harbor.

Good to know

To begin your adventure, head to Rowes Wharf, located at 400 Atlantic Avenue, Boston. Our departure point is conveniently situated behind the Boston Harbor Hotel, in the Ferry Terminal. If you need any assistance, feel free to call us at 617-951-2460. Remember to bring your camera to capture the stunning landscapes and share your unforgettable experience with others.

Reviews

Customers who have sailed with us are consistently in awe of the beauty and tranquility that can be found on this sailing tour. They rave about the friendly crew, who go above and beyond to make the experience truly memorable. Guests are especially delighted by the interesting facts and stories shared by the captain, offering a unique perspective on the history of Boston Harbor. Join us on this extraordinary journey and become part of the chorus of satisfied customers raving about this remarkable sightseeing day sail.

About this product

How long before the event do I need to book?

You can book at any time before the event

Vouchers accepted in the following formats

Mobile

Is an adult required for the booking?

At least one adult or senior required per booking

Meeting point & End point

The boat departs from Rowes Wharf, directly behind the Boston Harbor Hotel, located at (for GPS) 400 Atlantic Avenue, Boston (02110). Check-in at Rowes Wharf is located in the Ferry Terminal, a climate controlled public space, located on the wharf only steps away from our dock. If guests are lost or running late, please call us at 617-951-2460.

Classic Harbor Line Boston, 60 Rowes Wharf, Boston, MA 02110, US

Your Itinerary

Classic Harbor Line Boston MA Day Tours

(Pass by)

Sail around Boston's Seaport District and take in views of many newly constructed buildings along with some classic structures that originally comprised Boston's waterfront community

Fan Pier

(Pass by)

Sail by Fan Pier and see the spanning Moakley Federal Courthouse, the World Trade Center and Harpoon Brewery.

Boston Harbor Islands State Park

(Pass by)

Sail amongst the Inner Harbor Islands of Boston Harbor including Castle Island featuring Fort Independence and the Donald McKay Monument, Spectacle Island, and Long Island with the Long Island Head Light House.

Additional information

Service animals allowed
Public transportation options are available nearby
Suitable for all physical fitness levels
Children must be accompanied by an adult
Minimum drinking age is 21 years. Coolers and outside alcoholic beverages are not permitted
Dress for the weather - it's often cooler on the water
Please let us know in advance if assistance is required for boarding
Only animals that perform a manual task to assist a person are permitted aboard. Emotional support animals and pets are not permitted
Plan to arrive at the ticket booth 15-30 minutes prior to the departure time. The meeting point is located directly behind the Boston Harbor Hotel in the Ferry Terminal just steps away from the dock. Boarding begins 5 minutes prior to the scheduled departure time.

Reviews

(251)

4.8 (251)

Mila_P

We sailed with our son and young grandchildren. The crew was incredible: friendly, capable, and informative with us and kind and attentive to the children’s needs. The ship was beautiful and the evening sail exquisite—Couldn’t ask for more!! Thanks!!

Lizzy_S

Nice experience and friendly crew. It was worth the price and drinks were available for an additional fee.

Bianca_G

Fantastic experience and crew members provided great service! Sail boat was beautiful and clean. Two hrs was a perfect time for this excursion.

Michael_R

Enjoyed the time on the sailboat. It was fun and good time to relax and enjoy the harbor breeze and views

Tritzy69

Had a great 1 1/2 sail around the harbour, nice friendly experienced crew. Always take an extra warm top as its chilly even when its 72 degrees on shore. Well worth the experience, small group so great.

J8994UTangieg

Wonderful crew. Great views of the skyline and a little history thrown in for good measure. I would definitely recommend this tour.

Diana_M

This was even better than anticipated! Crew was great, we had perfect weather and they really took us sailing! We loved it because it was low key, not a huge group of people and you could just enjoy the sights and sounds without a tour guide talking constantly. If you are queasy or unsteady sit in the back on the cushions, because we got going in the wind which felt amazing!

jenniferwille1

Totally worth doing!!! Giving you great views of the Boston skyline. Crew was super helpful and engaging. Would recommend to anyone.

X2437LZscottw

Captain Eric and the crew went above and beyond. The crew did a fantastic job of making the trip light and fun while leaving you feel safe and secure. It is not a guided tour however Captain Eric was willing and able to answer any questions we had regarding the landscape as well as questions about sailing and the other types of ships we passed. The veiws of the city of Boston from the water were beautiful. Towards the end it got pretty chilly and started to rain. The Captain gave us the choice of staying out or going in. We chose to stay out. We were offered free rain ponchos and were able to purchase a decent sized blanket for a reasonable fee. Which also will be a great souvenir from our trip. As long as you are for a great experience sailing and a guided tour I highly recommend this trip. We would definitely do it again when we return to Boston. Thank you especially to Captain Eric Scott and Sheryl Rochester, NY

Scott_W

Captain Eric and the rest of the crew were excellent. It's not a guided tour. However Captain Eric was willing and able to answer any question we had regarding the landscape as well as questions about sailing and the other boats in the water. The crew went above and beyond expectations. It became chilly the last half hour and started to rain. The Captain was willing to stay out or take us in whatever we decided. We choose to stay out they provided free rain ponchos and blankets for a very reasonable fee. Even though it was chilly and raining the crew especially Captain Eric kept things light and fun despite the weather. The views were breathtaking to see the city from the water. I would recommend this trip as long as your not looking for a guided tour. I would take thus trip again. Scott and Sheryl Rocester, NY

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2024-06-11 17:44