Free cancellation

Boston Harbor Sightseeing Day Sail on a Historic Schooner

4.8 (641 reviews) · By Classic Harbor Line - Boston

Experience Boston from a whole new perspective with the Sightseeing Day Sail around Boston Harbor. Choose between a 1.5-hour or 2-hour cruise aboard our charming schooner Adirondack, reminiscent of the classic boats from the 1890s. As you set sail, you'll glide past the vibrant Seaport District, historic Castle Island, Fort Independence, Spectacle Island, and Long Island with its iconic lighthouse.

Within minutes of leaving the dock, you'll forget about land-based distractions and enjoy a relaxing, leisurely sail. Sit back, soak in the views, and let the crew handle the sails while you sip on beverages available for purchase (credit card only). Feel free to bring your own picnic onboard for a more personalized experience.

Our friendly captain and crew are eager to share stories and answer questions about Boston Harbor’s sights and history. Whether you're interested in fascinating facts or legendary tales, this sail offers a memorable way to explore Boston’s maritime heritage.

Frequently asked questions

How long is the Boston Harbor sightseeing sail?

You can choose between a 1.5-hour or 2-hour sailing experience.

Are beverages included in the tour?

Beverages are not included but are available for purchase by credit card onboard.

Can I bring my own food?

Absolutely! Guests are welcome to bring their own snacks or picnic to enjoy during the sail.

Is the tour suitable for children and all fitness levels?

Yes, the tour is suitable for all ages, including infants and children, and accessible for all physical fitness levels.

Where does the tour depart from?

The sail departs from Rowes Wharf, behind the Boston Harbor Hotel, at 400 Atlantic Avenue. Check-in is at the Ferry Terminal, just steps from the dock.

What is the cancellation policy?

You can cancel for a full refund if done at least 24 hours before departure. Cancellations within 24 hours or due to bad weather may not be refunded.

Free cancellation

Full refunds are available if you cancel at least 24 hours before the scheduled departure.

Reserve now

Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.

Duration 1.5 hours – 2 hours

Check availability to see start times.

Live tour guide

English

Key facts

Duration 1.5 to 2 hours
Languages English
Group size Up to 8 people
Ages accepted Infants 0–2; Children 3–14; Adults 15–99
Accessibility Suitable for all physical fitness levels

What's included

Included

  • This is not a narrated tour, but the crew is available to answer questions about the sights and landmarks.
  • Duration: Choose between a 1.5 or 2-hour sailing experience.

Not included

  • Beverages are not included but can be purchased by credit card.
  • Gratuities for the captain and crew are recommended.
  • Guests may bring their own snacks onboard.

Itinerary

  1. Stop 1 Pass by

    Sail around Boston's Seaport District, enjoying views of modern buildings and historic waterfront structures.

  2. Stop 2 Pass by

    Pass by Fan Pier, the Moakley Federal Courthouse, the World Trade Center, and Harpoon Brewery.

  3. Stop 3 Pass by

    Cruise among Boston Harbor’s Inner Harbor Islands, including Castle Island with Fort Independence, Spectacle Island, and Long Island with its lighthouse.

Meeting point & pickup

Meet at the starting point

The boat departs from Rowes Wharf, behind the Boston Harbor Hotel, located at 400 Atlantic Avenue. Check-in is at the Ferry Terminal, a climate-controlled space nearby. If you're running late or lost, call us at 617-951-2460.

Open in Google Maps

Cancellation & confirmation

Free cancellation

Full refunds are available if you cancel at least 24 hours before the scheduled departure.

  • 100% refund if canceled 24 hours or more in advance
  • No refund if canceled within 24 hours
  • Tour may be canceled due to bad weather or insufficient bookings

Instant confirmation

Your booking is confirmed immediately after checkout.

From $54.44 per person

Infant Age 0–2
0
Child Age 3–14
0
Adult Age 15–99
1
  • Free cancellation
  • Secure checkout with our booking partner

Reliable & Guaranteed Tickets

Book this experience through our trusted partner and enjoy secure checkout, verified reviews, and reliable customer support.

Prices and availability are subject to change. You will be redirected to our partner website to complete your booking.