Boothbay Harbor Schooner: Maine Coastline Sailing

71 Ratings

Boothbay Harbor

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Embark on a 2-hour sail in Boothbay Harbor. Discover lighthouses, wildlife, and remote islands aboard the classic Schooner Eastwind.

Duration: 2 hours

Cancellation: 24 hours

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Highlights

Boothbay Harbor Region - Our docks are centrally located in Boothbay Harbor’s historic waterfront. You are just steps away from excellent inns, shops, restaurants, and various water activities. We collaborate with and support our waterfront community and are eager to guide you to all the wonderful experiences nearby.

What's Included

On-board restrooms
BYOB snacks and drinks (non-alcoholic)

What's Not Included

Gratuities
Selection of beer, wine and liquor drinks available for purchase

Additional Information

Sail away from it all on your two-hour voyage aboard Boothbay Harbor’s schooner to relax and see the Maine coastline. Lighthouses, fishing lobstermen, wildlife, and remote islands accessible only by boat dot the seascape.
Our goal is for you to experience the best two-hour classic sailing trip in the world. We have been working on this experience in…

Location

20 Commercial St

Commercial Street

In Boothbay Harbor, look for the sign that says "Schooner Eastwind."

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings

4.6

(71 Ratings)

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Whyssb

Sep 15, 2024

Fun Sailboat experience in BoothBay - Great time getting out on a sailboat! Katie the captain & Meghan the deck hand were a great crew, and took excellent care of us. The cruise was entertaining, fun and it was nice to get to hear of some of the local backstory. Would highly recommend this company!

Review provided by Tripadvisor

Christy_k

Aug 24, 2024

Family trip - Amazing cruise around Boothbay. Both captain and crew helped make the trip enjoyable. Saw seals and a dolphin

Review provided by Viator

Dalefarkas

Aug 18, 2024

A Gem of a Sailing Experience in Boothbay Harbor - Be sure you don’t miss your opportunity to sail on the Eastwind when you visit Boothbay Harbor. This is the epitome of easy sailing! You can help hoist the sails with the young captain and his pretty mat just sit on the deck and “supervise.” Then, enjoy a drink as you cruise around this beautiful harbor. People of any age can participate. But, if you’re a senior, as my wife and I are (reasonably fit 80 year-olds) you need to be stable on your feet to walk down the pier, board the boat, and move around when the sails are reset to tack. Most of the time you’ll just sit back and take in the beautiful scenery. Th captain gives a totally balanced commentary, as well as the young lady who is the crew. We give this two hour cruise two thumbs up!

Review provided by Tripadvisor

Bankguy1961

Aug 6, 2024

Great experience. - What a great experience. My wife and I took a two hour sunset tour. Weather was perfect. Crew was accommodating and friendly. Reasonably priced for what you get.

Review provided by Tripadvisor

Michael_c

Aug 2, 2024

Very cool way to spend time in Boothbay - Best part of the sail was definitely Sherman and Meghan(even though she spells her name wrong). They made the trip fun and interesting with many local stories and lore mixed in. It was totally authentic and thoroughly enjoyable with these 2 locals in charge. Very relaxing and great value.

Review provided by Viator

Francine

Jul 28, 2024

The trip was lovely. Parking is miserable in Boothbay as it is a small village so leave time to park. Great experience - Lovely time. Leave early to park. Captain and first mare and woman at check in were all great. Beautiful scenery. Older boat but very nice for a relaxing day on the water.

Review provided by Tripadvisor

Kellyn1386

Aug 13, 2024

Fun day on the bay - We had a fun sailing experience on the water. Check-in was smooth. The staff was friendly and experienced and asked for volunteers for some of the sailing tasks. It was relaxing to be on the water, but we would have liked some narration/ history—for example about the houses, where the eagles nest, and the lighthouse. It wouldn’t have to be a lot, because without, it seemed a bit meandering. We still would recommend the sailing experience! It is possible the captain was telling facts to guests seated back by him as we were in the front. Thus, pick the back seats!

Review provided by Tripadvisor

Gkleier3

Aug 8, 2024

Enjoy 2 hours at sea - Great way to spend 2 hours exploring the bay. Limited seating, so no overcrowding. Beautiful harbor town with many restaurant choices. Not a thrill-seeking trip, just a slow tour on a true sailboat

Review provided by Tripadvisor

Katrina_p

Jul 28, 2024

First sail - They give you an opportunity to raise the sails. My 6 year old raised one as well. It was an experience for sure. I just wished we would have gone a little farther out or up the coastline some.

Review provided by Viator

Elizabeth

Aug 31, 2024

Expected more…. - Gosh, when I looked at all the positive reviews, I really wondered if I was on the right cruise. First, the positives: weather was perfect for being out on the water, crew seemed very capable and knowledgeable, drinks and soft beverages available for those who wanted them. Now, for the negatives: the wind did not cooperate so not much real sailing although the captain tried. What was most disappointing was that the captain and crew did not provide much information about points of interest, history behind schooners, sailing information,etc. Also, there seemed to be a lot of chit chat between the crew about other boats, sailors, captains that was somewhat negative and totally unnecessary for us to hear. At times, we felt like we were on our own as they were talking a lot between themselves, and not just about the technical aspects of sailing. I would think that there is a team of captains and crew who do this so by all means, give it a try. Just not what we expected…the lack of engagement and lack of information..,

Review provided by Tripadvisor

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