We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Schooner Lazy Jack

Pier 1, Boothbay Harbor, ME
+1 207-975-2628
Review Highlights
A great afternoon on the water

We had a wonderful time on the Lazy Jack. I've done several other sailing trips in Boothbay Harbor... read more

Reviewed 22 July 2014
Orlando, FL
via mobile

We didn't have much wind but that didn't matter- it was a delightful trip and the captain and his... read more

Reviewed 20 July 2014
north conway NH
via mobile
Read all 133 reviews
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Lazy Jack takes her lines from the traditional Gloucester fishing schooners of the 1850's and has had a colorful and notorious history as a fishing and passenger charter schooner. During the early years Lazy Jack sailed between the East Coast, Man O War Key and Cuba running guns, rum, cigars and bananas. Today Lazy Jack offers 2 hr. day sails or private charters from Pier 1 in Boothbay Harbor celebrating 66 years of continuous sailing and 10 years as Boothbay Harbors only historic working schooner. Lazy Jack is owner operated by Captain Joe Tassi and his son Michael.
  • Excellent81%
  • Very good10%
  • Average3%
  • Poor2%
  • Terrible4%
Travellers talk about
“his son” (24 reviews)
“captain joe” (41 reviews)
“hour sail” (14 reviews)
Closed Now
All hours
Hours Today: 09:00 - 19:00
Pier 1, Boothbay Harbor, ME
+1 207-975-2628
Write a Review
Reviews (133)
Traveller rating
Traveller type
Time of year

51 - 60 of 133 reviews

Reviewed 22 July 2014 via mobile

We had a wonderful time on the Lazy Jack. I've done several other sailing trips in Boothbay Harbor, but this was the by far the best. Captain Joe was great - very friendly. It was just like having a friend take us sailing for the...More

Thank CatInHat114
Reviewed 20 July 2014 via mobile

We didn't have much wind but that didn't matter- it was a delightful trip and the captain and his son were very pleasant! I appreciated the light heartedness of their style- this is not a boat to go on and have rocks pointed out to...More

Thank SCES14
Reviewed 18 July 2014

We thoroughly enjoyed our sail around Boothbay Harbor aboard the Lazy Jack. She is a beautiful old boat that is well maintained. Skipper Joe and First Mate Mike (Joe's son) were a great team and provided a lot of interesting information about the shore sights...More

Thank Ed Z
Reviewed 9 July 2014

Thanks to Captain Joe and his first mate Nate for making this sail such a memorable one. Even though I was apprehensive having never been on a sailboat, the experience was perfect. Tips about bringing your camera are right on because the scenery is beautiful....More

Thank Jan M
Reviewed 5 July 2014

We took the 3pm sailing trip and enjoyed it very much. We saw harbor seals and a porpoise! We would go again.

Thank Jennifer S
Reviewed 20 June 2014

Because of bad weather,the first trip in the morning was delayed,the crew of lazy jack contacted us to let us know,since we had reservations.It was well worth the wait.We had a totally relaxing sail with Captain Joe Tassi and his son as his deckhand.We saw...More

Thank 189harryh
Reviewed 4 October 2013

The first two-hour sail was so enjoyable I immediately booked a second sail and was lucky enough to find a seat. It was a beautiful experience and I have 200+ photos to prove it. Bring you camera. So much to see! The first go-round was...More

Thank Ramona S
Reviewed 2 October 2013

A sunset sail aboard the Lazy Jack was a perfect gift - no wrapping, no transporting, no color or size selection - just a peaceful 2 hour sail with a great captain and first mate (Joe and Mike) and good conversation. What could be better?...More

Thank Dorothy F
Reviewed 1 October 2013

The Schooner Lazy Jack has helped me host multiple visitors to Boothbay Harbor, Maine over the summer of 2013. Captain Joe Tassi and his son, Michael, are unfailingly gracious hosts, with an ability to tailor each trip to its participants. Having participated in 7-8 Lazy...More

Thank WendyF3676
Reviewed 30 September 2013

This is a weather dependent adventure. With that in mind, we had a very nice two hour sail out and back to Boothbay Harbor, on a cool, fall day with sun going in and out of clouds. Boat sails very smoothly and there is a...More

Thank Sailordog
Nearby Restaurants
Downeast Ice Cream
528 reviews
.01 km away
Ports of Italy
975 reviews
.11 km away
Shannon's Unshelled
283 reviews
.13 km away
Blue Moon Cafe
436 reviews
.16 km away
Nearby Attractions
Abacus Gallery
34 reviews
.07 km away
Cap'n Fish's Whale Watch
706 reviews
.08 km away
Schooner Eastwind
296 reviews
.03 km away
Cap'n Fish's Puffin Nature Cruises
181 reviews
.07 km away
Ask a question
Questions & Answers
David B
16 August 2016|
Response from captainjoe1 | Property representative |
Thank you for your question. We will still be sailing on the 14,15, and 16th. However, on the 16th we change from our 4 trip schedule to our fall 3 trip schedule. Our schedule until the 15th will be 10:00 am, 12:30 pm, 3:00... More
Courtney M
11 August 2016|
AnswerShow all 2 answers
Response from captainjoe1 | Property representative |
There is a head aboard the vessel. There are also restroom facilities at the site that can be used before departure.
5 June 2016|
Response from captainjoe1 | Property representative |
Thanks for asking Smita. Yes you can bring food and drink on board. Beverages for adult consumption are also allowed.