We board at 10:00 AM to quickly join the racing fleet of about 20 schooners for the Grand Parade of Sail out of Gloucester Harbor! At noon, enjoy a nautical themed boxed lunch with complimentary sodas & waters aboard the boat.
At 1:00, the gun is fired and we are off! You'll get to see Adirondack III and her Captain & crew vie for position, and sail the course against a fleet of several other grand schooners. Be sure to bring your camera for fantastic, up-close shots of other schooners under sail (especially near the start of the race).
Adirondack III is a classic 80 foot pilot schooner; a smooth, gentle sailing vessel with some speediness to boot (she held the Chesapeake Bay Schooner Race Record for 12 years)! Expect comfortable seating for all, as the boat was designed specifically to carry passengers on deck.
Some memorable sights you should expect to see:
- The Historic Gloucester Harbor teaming with other historic schooners and boats!
- Many a tall-masted ship under sail, including the beautiful Schooner Roseway (also from Boston), Schooner Virginia (from Norfolk, VA), the American Eagle (from Rockland, Maine) and several others!
During the sail, beer and wine are available for purchase (Cash Only) starting at 2:00pm.
- Domestic Beer $5.00
- Local/Micro Brews $5.00
- Wine $5.00/glass
Come enjoy the race from the best seat to be found - from the deck of the swift and mighty Adirondack III!
What Is Not Included?
- A boxed lunch is included. Feel free to bring additional food of your own, as we cannot accommodate all dietary needs.
- The price of alcoholic drinks is not included in the cost of your ticket, so please bring extra cash. Water and soda will be provided on board at no cost.
- Gratuity is not included in the price of your sail.
- Do sails sell out frequently?
- We do anticipate to sell out this event. Advance purchase is strongly recommended.
- What happens if the sail is sold out?
- Unfortunately, we do not have a wait list for our sails, so please book well in advance.
- Is there parking and how much is it?
- There is ample free parking near the sail departure point. Even so, the area will be quite busy, so parking elsewhere may be necessary. Further instructions about parking and where to meet will be provided after you purchase tickets.
- What type of ticket should I buy if I'm bringing a very young child?
- For children between the ages of 6 and 14, you should purchase a reduced-price child ticket. Children ages 5 and younger are not encouraged to join this sail, as it is a 6-7 hour event. All passengers must have a ticket, regardless of age, so please make sure your entire party is accounted for when booking.
- Is there an age limit for these sails?
- All attendees under 18 must be accompanied by a parent or guardian. In addition, children ages 5 and younger are not encouraged to join this sail, as it is a 6-7 hour event.
- What exactly do we see on the sail?
- We board at 10:00 AM, to quickly join the racing fleet of about 20 schooners for the Grand Parade of Sail out of Gloucester Harbor! At 1:00, the gun is fired and we are off! You'll get to see Adirondack III and her Captain & crew vie for position, and sail the course against a fleet of several other grand schooners. Be sure to bring your camera for fantastic, up-close shots of other schooners under sail (especially near the start of the race). Enjoy the sites of historic Gloucester Harbor and check out many a tall-masted ship under sail, including the beautiful Schooner Roseway (also from Boston), Schooner Virginia (from Norfolk, VA), the American Eagle (from Rockland, Maine) and several others!
- Is food served during the sails?
- Yes! A nautical themed boxed lunch will be provided. Please feel free to bring extra snacks of your own as it is a very long sail.
- Can you accommodate vegetarians?
- We can provide you with a vegetarian lunch option, as long as you let us know beforehand. Please be sure to make us aware of your preference when booking.
- How about drinks? Should I bring those?
- No, it is illegal for you to bring your own alcohol on board. All of our sails include free soda and water. Please note, this is not a booze sail, though there will be champagne, wine and beer available for purchase starting at 2:00.
- Is the Schooner Adirondack III safe?
- Absolutely. The Schooner Adirondack III is a safe and gentle vessel. Along with your captain, there is a minimum of two crew members on every sail to make sure you feel comfortable and at home on the water. We are stocked with water, beverages, blankets, pillows and life jackets, should you feel you need one. There is also a private marine head (bathroom) below.
- How steady is the sailing? Am I likely to get seasick?
- The Schooner Adirondack III is a steady, gentle vessel. It is very rare for our guests to become seasick. While most people do not experience any sea sickness on the schooner, you may want to consider light medication if you normally take it for motion sickness. We cannot officially advise you to take any medication, however.
- Is there a restroom on the boat?
- Yes, the boat is equipped with a bathroom that is accessible at all times. We call them "marine heads" and they are unlike the bathrooms you use at home. Using a marine head involves pumping, and there are simple directions posted in the bathroom on how to use it.
- Can I stow anything (eg, my briefcase) during the sail?
- There is an area below deck where you may store your belongings. Please keep in mind that this area is not guarded, so we cannot take responsibility for any broken, lost or missing items. But we have not had any problems with items being left on prior sails.
- Where does the sail finish?
- Our sails will end at the same pier from which they departed, Gloucester Harbor. Our route will vary, however, depending on the winds and the course route.
- Can I get a refund or reschedule my tickets after buying them?
- Because we are guaranteeing your space on the sail, tickets cannot be refunded or rescheduled once purchased.
- Do you ever cancel sails due to bad weather?
- The sail usually runs in light rain and other moderate weather situations. The only time we cancel a trip is in the event of severe or unsafe weather conditions. Our captains monitor the radar to watch fronts and cells in the area on days when inclement weather is possible. Cancellations are made on the day of the sail, by the captain, up to one hour prior to sail time. If you have purchased tickets for a sail that is canceled, you will have the opportunity to reschedule your tickets (subject to availability), receive credit towards a future event, or get a refund.
- What happens if it starts raining when we're out on our sail?
- Don't worry, we won't melt! Trips with a little wetness have proven to be some of the most memorable bonding experiences for our guests. (This all depends on attitude of course...) We have ankle-length, button-down raincoats available for all of our guests aboard the Adirondack III in the case we are caught in a rain-shower.
- Is gratuity included in the price of the sail?
- Gratuity is not included in the price of the sail. Parties of 12 or more will be contacted directly by Classic Harbor Line within 48 hours of purchasing tickets to provide credit card information for an additional charge of 18% gratuity.
- Are the schooners handicap accessible?
- No, unfortunately the schooners are not wheelchair-accessible.
- Can I book a private charter sail?
- Yes, private sails on the Schooner Adirondack III can be a unique and elegant event for your group. If you are interested in booking a private sail, please contact us by clicking “Contact SailBoston” to the left of the page.
- Is smoking permitted during the sail?
- No, smoking is not permitted anywhere on the boat.
- Are gift certificates available for this sail?
- No, unfortunately gift certificates are not available for this special sailing event.
- Non-refundable, cannot be rescheduled.
- Once purchased, tickets cannot be refunded and cannot be rescheduled because your space is being guaranteed at the event.
- Activity may be cancelled due to severe weather.
- The activity usually runs in light rain and other moderate weather conditions, but the seller may cancel the activity up to an hour before the start time in the event of severe or unsafe weather conditions. If the seller cancels the event, ticket-holders will be allowed to reschedule tickets (subject to availability) or receive credit for a future event.
- All participants are required to have tickets for this event.
- According to U.S. Coast Guard capacity rules, all passengers including infants and toddlers must have a ticket.
- Children under 6 are discouraged from attending the event.
- This is a 6-7 hour event, children ages 5 and younger are discouraged from joining the sail.
Classic Harbor Line
Though it is a light and lively sailing vessel, it is also quite comfortable, with ample deck space and seating for up to 41. It was designed and built by Scarano Boat Building of Albany, NY for taking groups of people on spectacular sightseeing adventures.
Sailing in this schooner is a delight. She moves through the water efficiently and beautifully; we take great pride in sharing her with you.
The Adirondack III is operated by Coast Guard-certified captains and an extremely friendly and talented crew. Our crew is known for their amazing hospitality, and are professionally trained and experienced in sailing our vessels well and safely. Do not hesitate to ask our crew about the boat or any of the Boston sites.