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Lazy Jack

15 Wharf St. Boothbay Harbor, Pier 1, Boothbay Harbor, ME 04538-1872
+1 207-975-2628
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Review Highlights
Terrific experience for first time sailors!

Anyone wishing to enjoy the harbor on a leisurely sail, this is a great choice. We booked the two... read more

Reviewed 3 days ago
TRACY S
Fabulous!

This is a great two hour cruise! Highly recommended. The Lazy Jack is a great beautiful sailboat... read more

Reviewed 6 days ago
Sheryl S
,
Washington DC, District of Columbia
via mobile
Read all 147 reviews
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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. This is a real-time sailing experience. Weather and conditions are variable and adjustments to the schedule may occur. We sail wind and tide and use the engine sparingly and as needed. This is not a narrated tour but highlights of the area will be pointed out, questions will be answered to the best of our ability and marine life may appear at will! Guests are encouraged to bring a slicker or warm shirt. Food and beverage are not provided but are allowed. And last but not least...come ready to have a grand time in one of the most senic places in Maine!
  • Excellent81%
  • Very good10%
  • Average3%
  • Poor2%
  • Terrible4%
Travellers talk about
“his son” (25 reviews)
“captain joe” (45 reviews)
“hour sail” (16 reviews)
Open Now
Hours
Hours Today: 9:00 AM - 7:00 PM
LOCATION
15 Wharf St. Boothbay Harbor, Pier 1, Boothbay Harbor, ME 04538-1872
CONTACT
Website
+1 207-975-2628
Write a ReviewReviews (147)
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"his son"
in 25 reviews
"captain joe"
in 45 reviews
"hour sail"
in 16 reviews
"music industry"
in 3 reviews
"sailing experience"
in 9 reviews
"sunset cruise"
in 7 reviews
"happy to answer any questions"
in 2 reviews
"beautiful schooner"
in 3 reviews
"great sail"
in 6 reviews
"narrated tour"
in 2 reviews
"maine vacation"
in 2 reviews
"a lot of fun"
in 3 reviews
"weather was perfect"
in 2 reviews
"highly recommend this trip"
in 2 reviews
"mate"
in 34 reviews
"sails"
in 23 reviews
"wind"
in 22 reviews
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1 - 10 of 147 reviews

Reviewed 3 days ago

Anyone wishing to enjoy the harbor on a leisurely sail, this is a great choice. We booked the two hour sunset sail. The weather was cool and skies were clear so it made for a relaxing way to spend the evening. This was my first...More

Thank TRACY S
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
captainjoe1, Owner at Lazy Jack, responded to this reviewResponded 2 days ago

So glad you enjoyed your first sail! Now let's try one next time with a little more wind now that you're a veteran!

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Reviewed 6 days ago via mobile

This is a great two hour cruise! Highly recommended. The Lazy Jack is a great beautiful sailboat, and it is a very “gentle” cruise. One of the highlights of our week in Boothbay!

Thank Sheryl S
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
captainjoe1, Owner at Lazy Jack, responded to this reviewResponded 5 days ago

Thank you, Sheryl, for sailing with us. Let's do it again sometime!

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Reviewed 1 week ago

My boyfriend and I sailed on the Lazy Jack for a spur-of-the-moment birthday trip on July 5th. We are both lifelong Mainers and I make my living on the water. The captain and his first-mate were both professional and experienced. It was a perfect way...More

Thank Danielle M
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
captainjoe1, Captain/Owner at Lazy Jack, responded to this reviewResponded 6 days ago

Danielle: Thank you for choosing to sail with us. Hope to get a chance to sail with you again. Capt. Joe

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Reviewed 2 weeks ago

My husband and I took the 2 hour sail from Boothbay Harbor with the charming Captain and son team. The historic schooner is meticulously maintained and is was a pleasure to sail. We enjoyed beautiful views of the hapbor and surrounding islands on this relaxing...More

Thank Melissa O
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
captainjoe1, Owner at Lazy Jack, responded to this reviewResponded 1 week ago

Thanks, Melissa! It was a pleasure sailing with you!

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Reviewed 2 weeks ago

We sailed on the Lazy Jack on July 4, 2018 and had a wonderful time. I have had a very difficult, stressful 11 months prior to our trip to Maine and I was looking for some peace. I love being on the water so I...More

Thank mbarron82
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
captainjoe1, Owner at Lazy Jack, responded to this reviewResponded 2 weeks ago

Melissa: I'm so glad you had a chance to relax even if for just a couple of hours. You're right it was hot but a beautiful day. Look forward to having you sail with us again!

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Reviewed 2 weeks ago

Lazy Jack to be the best sail I have ever had on a sailboat. The peace the wind and the sea are always wonderful on Joe"s boat. Along with Michael they make the sail the best it can be in any weather! He won't go...More

Thank Nancy L
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
captainjoe1, Owner at Lazy Jack, responded to this reviewResponded 2 weeks ago

Nancy: Always a pleasure to see you and thanks for sailing with us. Michael asked me to thank you too!

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Reviewed 4 weeks ago

4 of us on the boat. What a great trip! Beautiful day. A great way to spend time with friends and see the sights. Captain Joe was a perfect host. Let us catch up with friends but was more than happy to answer questions when...More

Thank kec06
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
captainjoe1, Captain at Lazy Jack, responded to this reviewResponded 4 weeks ago

Thank you for sailing with us!

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Reviewed 4 weeks ago via mobile

This is our second time sailing on the Lazy Jack with Captain Joe Tassi, and it’s my family’s favorite thing to do on our Maine vacation. We stay in Camden where there are other sailing options, but we drive to Boothbay for the best. Our...More

Thank John H
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
captainjoe1, Captain at Lazy Jack, responded to this reviewResponded 4 weeks ago

Thanks, John for the kind words. We do this for people like you!

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Reviewed 4 weeks ago

Not just a tourist thing to do... living in Maine, it's always a great time out on the water. A "Lazy Jack" sail is a great way to spend time on the water with a friendly captain and crew. Bring a sweatshirt because it can...More

Thank Maine F
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
captainjoe1, Captain at Lazy Jack, responded to this reviewResponded 4 weeks ago

Thanks for sailing with us! See you when you come back!

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Reviewed 5 weeks ago

A perfect way to spend a few hours on the water! Captain Joe is friendly and knowledgable. Would highly recommend while visiting Boothbay Harbor.

Thank inbox_blues
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
captainjoe1, Owner at Lazy Jack, responded to this reviewResponded 4 weeks ago

Thank you for sailing with us!

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This response is the subjective opinion of the management representative and not of TripAdvisor LLC
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Ask a question
Questions & Answers
David B
17 August 2016|
Answer
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
0
Votes
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.
0
Votes
927seema40
5 June 2016|
Answer
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.
0
Votes