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Cruise Annapolis

Annapolis, MD, USA
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About Cruise Annapolis
The Finest Fleet on the Chesapeake Bay We offer bareboat and fully crewed sailing charters. Take a boat for a day sail or spend a few weeks exploring all the Chesapeake Bay has to offer. We provide full itinerary planning and can recommend provisioning services. We take care of the details so you don't have to. Take a half or full day cruise around the Annapolis area. The Chesapeake Bay is well-known as an outstanding waterway for sailboat cruising. Protected waters, great anchorages, gorgeous natural scenery, bountiful seafood, unique, historic towns and villages, and a forgiving bottom make the Chesapeake an excellent choice for sailors, novice and expert alike. We can coordinate sailing charters at our home base on the Chesapeake Bay and anywhere in the world. Interested in learning to sail? Our certified instructors can take you on a Learn to Sail vacation and help you obtain ASA certifications. Let Cruise Annapolis make your dream vacation a reality.
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drmussel wrote a review Jul 2020
Dayton, Ohio13 contributions1 helpful vote
This is the 5th time we have bareboat chartered with Cruise Annapolis. Top notch service, boats are always in excellent condition. Susan, Mike and the rest of the staff always do their best to accommodate our needs. Have never had one problem over the last 5 years. Truly a great boutique charter company.
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Date of experience: June 2020
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Response from Cruiseannapolis, Manager at Cruise Annapolis
Responded Jul 3, 2020
Thank you so much! We are grateful that you continue to use Cruise Annapolis ! We look forward to seeing you again real soon!!!
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SailorKarl wrote a review Oct 2019
Silver Spring, Maryland10 contributions2 helpful votes
We had a good charter. Layout of instruments could have been better. The cost of the charter was fairly standard.
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Date of experience: October 2019
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Pavel G wrote a review Oct 2019
1 contribution
Great people, great service, great boats and great experience booking boat from Cruise Annapolis . we had amazing time and hope to do it again
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Date of experience: August 2019
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Jim E wrote a review Aug 2019
10 contributions5 helpful votes
I have chartered from Cruise Annapolis before, and many others around the US and USVI. They have newer awesome boats that are well maintained. Everything works! Susan answered all our questions, no matter how small before we arrived. And,, the crew that did our briefing was very attentive and super nice. They even met us at the fuel dock on our last day to bring the boat into the tight slip on our last day. The boat, Perpetual M'Ocean handled well, was in good shape and obviously well cared for by the team and the owner. We have had some bad experiences before with poorly maintained charter boats. That is not the case with Cruise Annapolis. If you have a chance and like to be on anchor more than tied up, go to Harness Creek and Oxford. Excellent places to unwind, drop a hook and totally disconnect. We'll charter again from Cruise Annapolis, for sure!
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Date of experience: August 2019
1 Helpful vote
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Response from Cruiseannapolis, Manager at Cruise Annapolis
Responded Aug 23, 2019
Thank you so much for the wonderful review. We truly enjoy what we do and are super happy you continue to choose Cruise Annapolis as your charter company of choice. We look forward to having you sail with again! See you soon. ~ Your Cruise Annapolis Team
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sailgal100 wrote a review Jul 2019
King of Prussia, Pennsylvania2 contributions1 helpful vote
Friends and I chartered a 39' Jeanneau sailboat with Cruise Annapolis 2 weekends ago. In fact we have done so for over seven years. If you have ever chartered with other companies you will immediately see the difference with this company. All of their boats are fairly new but as anyone who charters knows that will not matter if the boats are not maintained properly. This company takes it to a new level that I have never seen before. They must have a meticulous checklist that they use when the boats come in or out. Typically the boats are very much alike in terms of what amenities they have. There is never any visible damage to the boat. Any problems I have had (and they have been very minor), were immediately taken care of to our satisfaction. Never have I had a problem with an engine. It is true bliss to charter with this company. It's the way it should've been with the companies I chartered with before - where I had multiple problems with every working item on the boat and especially the engine. One time we had to be towed back to the marina and our weekend was ruined because they didn't have another boat to give us. Sure they gave us part of our money back and paid for dinner but that did not make up for a lost weekend. Charter with this company and you will be happy. They can even supply a captain if you need one.
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Date of experience: July 2019
1 Helpful vote
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