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Address: Dennett's Wharf, 15 Sea Street, Castine, ME 04421
Phone Number:
+1 207-701-1421
10:00 - 20:00
Open now
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Sun - Sat 10:00 - 20:00
Fee: Yes

There's no better way to experience the timeless beauty and history of...

There's no better way to experience the timeless beauty and history of Penobscot Bay than from the water! The daily 2-hour excursions, Sunset Sails and Specialty charters offer a historic perspective of Castine and Searsport from the water aboard the vintage yacht Guildive.

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TripAdvisor Reviewer Highlights

Read all 31 reviews
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  • 30
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    Very good
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Just the best

This vessel sails multiple times a day from Dennetts Wharf in Castine Maine.Zander and his wife Kate captain this large comfortable sailboat .They are terrific hosts and tour... read more

Reviewed 4 weeks ago
Portland, Maine
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31 Reviews from our TripAdvisor Community

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Showing 31: English reviews
Portland, Maine
Level Contributor
61 reviews
22 attraction reviews
common_n_attraction_reviews_1bd8 21 helpful votes
Reviewed 4 weeks ago

This vessel sails multiple times a day from Dennetts Wharf in Castine Maine.Zander and his wife Kate captain this large comfortable sailboat .They are terrific hosts and tour guides.Do not miss this one ,I have gone on boats in Camden and Bar Harbor and this is the best.

Thank claring
Colorado Springs, Colorado
Level Contributor
204 reviews
40 attraction reviews
common_n_attraction_reviews_1bd8 59 helpful votes
Reviewed 13 November 2016

We LOVED the sunset cruise with Zander! He was enthusiastic and friendly. There were only four other people on the boat, so it was cozy and romantic. The scenery was gorgeous and the sunset was breathtaking! We were able to bring a bottle of wine and snacks, but they provided some snacks, as well. A very memorable experience for us!

1 Thank Maureen M
Medina, Ohio
Level Contributor
17 reviews
common_n_attraction_reviews_1bd8 10 helpful votes
Reviewed 20 September 2016

We have traveled to Maine for that past few summers and enjoy the weather, the scenery, and mostly, the people. The wonderful folks at the Castine Inn, (great place) recommended we contact Captain Kate and Captain Zander and cruise on the Penobscot Bay on the Guildive. It absolutely made our visit allowing us to view the beauty of Maine from... More 

Thank tigasc84
Bridgman, MI
Level Contributor
28 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 5 helpful votes
Reviewed 15 September 2016 via mobile

We sailed on the Guildive the last evening of our Maine vacation. Is was a picture perfect day, a beautiful boat and Kate and Zander were professional and friendly. If you are in the Castine area, don't miss this opportunity!

Thank troutjentravels
Haymarket, Virginia
Level Contributor
122 reviews
27 attraction reviews
common_n_attraction_reviews_1bd8 23 helpful votes
Reviewed 8 September 2016 via mobile

Four friends went out on the sunset cruise and throughly enjoyed the time with our two USCG certified Captains Katie and Zander. We enjoyed Katie's knowledgeable history of Nautilus and Holbrook islands. We saw an Osprey and a group of seals beached on rocks. The best part was the spectacular golden light as the sun set. The sail boat is... More 

Thank tom m
Level Contributor
41 reviews
6 attraction reviews
common_n_attraction_reviews_1bd8 35 helpful votes
Reviewed 28 August 2016

If we didn't have to hear the owners screaming baby for most of the trip. Maybe this doesn't bother other people, but for us, the enjoyment of being on a sailboat is the peacefulness of being on the water. Otherwise, the boat was great and the owners are friendly and knowledgeable about the area.

Thank CA-MR
Reston, Virginia
Level Contributor
37 reviews
8 attraction reviews
common_n_attraction_reviews_1bd8 10 helpful votes
Reviewed 27 August 2016 via mobile

This was pleasant and relaxing. Our Captain and his wife are both graduates of the Maine Maritime Academy, and are knowledgeable about all things maritime. Most interesting discussions about sailing, local things, the business side of the sea, maintenance, living on a boat, etc. They also told us about local lore, eccentric millionaires, and so forth. Great time.

Thank wiiildbill
Level Contributor
4 reviews
Reviewed 21 August 2016 via mobile

We went for a sunset sail. Zander greeted us with a smile and gave us a memorable sunset sail. The weather was perfect for sailing and for experiencing a great sunset. Zander is very knowledgable about the history of the area.

Thank Tom L
Level Contributor
18 reviews
5 attraction reviews
common_n_attraction_reviews_1bd8 4 helpful votes
Reviewed 17 August 2016 via mobile

We've been visiting Castine on and off since 1992 and never managed to take a sail like this. We had a wonderful two hours on an outstanding day. We saw the MMA's State of Maine from the water where you can get a real view of its scale. Dyce's Head and Witherly Woods from the water gave us a better... More 

Thank MH13492
1 review
Reviewed 29 July 2016 via mobile

The cruise on the 40 ton sailboat w 4 others was superb. Very friendly and knowledgeable crew. Gave me time the helm. 3 sails up. Little use of the motor.

Thank Robert M

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  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?