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Guildive Cruises

Dennett's Wharf, 15 Sea Street, Castine, ME 04421
+1 207-701-1421
Review Highlights
What a Sail!!!

There was plenty of wind for an exciting sail, and that is just what we had!! It's a beautiful... read more

Reviewed 2 weeks ago
Dallas, Texas
Great family fun

What a great experience for the family. Kate and Zander had our two boys help sail and explained... read more

Reviewed 4 weeks ago
Chuck E
Read all 33 reviews
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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.
  • Excellent97%
  • Very good0%
  • Average3%
  • Poor0%
  • Terrible0%
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Hours Today: 10:00 - 20:00
Dennett's Wharf, 15 Sea Street, Castine, ME 04421
+1 207-701-1421
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Reviews (33)
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1 - 10 of 33 reviews

Reviewed 2 weeks ago

There was plenty of wind for an exciting sail, and that is just what we had!! It's a beautiful boat, built in 1934, and a fun young couple that owns it. They were engaging and took us on a great ride. Hope to do it...More

Thank palmita53
Reviewed 4 weeks ago

What a great experience for the family. Kate and Zander had our two boys help sail and explained the finer points of operating a sailboat. Kate was always willing to fill us in on the historical information of the Bay. Of course being a wooden...More

Thank Chuck E
Reviewed 25 April 2017

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...More

Thank claring
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...More

1  Thank Maureen M
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...More

Thank tigasc84
Reviewed 14 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
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...More

Thank tom m
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...More

Thank CA-MR
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...More

Thank wiiildbill
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
Nearby Restaurants
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Danny Murphy's
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Nearby Attractions
Wilson Museum
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1.01 km away
Castine Kayak Adventures
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.00 km away
T/S State of Maine
19 reviews
.24 km away
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Questions & Answers
11 April 2015|
AnswerShow all 2 answers
Response from Guildive | Property representative |
Hi, thank you for contacting us. Our trips are $45/ person for our day trips and $50/person for the sunset sails. Each trip is 2-hours and we get out into the Penobscot Bay and see where the wind takes us! In terms of... More
9 February 2015|
Response from Guildive | Property representative |
Hello. Thank you for reaching out to us. A 50th wedding anniversary sounds like a wonderful reason to visit Castine. We can accommodate a maximum of 6 passengers per sail. What we have done with larger groups in the past... More