2-Hour Sail on Boston Harbor


  • 2 Hours on the water
  • Great way to experience sailing
  • Bring up to 3 additional people
  • Take the helm or let your qualified skipper do the work while you take in the beauty of the Harbor

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SKU: PL-2HR-R19-BUY-21 Category: Tag:


Sailboat Cruise or Lesson

The easiest way to get out on the water–no experience required!

If you’re looking for a relaxing, affordable way to give sailing a try or to check out Courageous, this is it! The two-hour sail is an opportunity for up to 4 people to experience the fantastic views from Boston Harbor, learn some sailing skills, or just sit back and enjoy the ride on a comfortable, stable nineteen-foot keelboat. An experienced instructor will be there every step of the way, and we are happy to customize the experience for you. If you’d like a small introduction to sailing, no problem–you’ll be amazed by how much you can learn in just two hours. If a leisurely sailboat cruise or harbor tour is more your style, great! Or combine the two for a fun, unique experience. Feel free to bring a picnic or snacks for the sail (note that alcohol isn’t permitted before or during sailing). Life jackets are provided.

To schedule a sail on a J/80 (up to 5 persons), one of our larger cruising boats (up to 6 persons), or a sail lasting longer than two hours, please contact us directly.

Please call for availability.

Phone: 857-452-1769
Email: frontdesk@courageoussailing.org

Cancellation and Refund Policy: Please note that in an effort to keep our courses and memberships as affordable as possible, we must limit changes in schedule and membership. Because staff and instructors are hired and scheduled in advance, Courageous memberships, lessons, and/or other program fees are not refundable for any reason, including cancellation due to weather, or the participant’s inability to utilize the membership, lesson, or program. That said, we do understand that sometimes life gets in the way of sailing plans and, if necessary, we will work with you to reschedule for a later date. We cannot reschedule lessons within two weeks of their start date unless we are able to fill the spot with another student. All rescheduled lessons purchased before September 1 must be completed before the end of the season for which they were purchased; if purchased between September 1 and October 31, rescheduled lessons must be completed before June 30 of the following year.

More on our refund policy can be found here.