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Cruise Annapolis

222 Severn Ave, Suite 36 Bldg 15, Annapolis, MD 21403-2531
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Week in June seeing Chesapeake on YEBO

Cruise Annapolis provided the best service of any of my 15 charters (Chesapeake and Caribbean) thus... read more

Reviewed 4 days ago
BAKlippenstein
,
Platte City, Missouri
via mobile
Best charter company in Annapolis

They have a great variety of boats for charter and keep them in excellent condition. The people... read more

Reviewed 5 days ago
davidU2072MV
,
Princeton, New Jersey
Read all 10 reviews
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The Finest Fleet on the Chesapeake Bay We offer bareboat and fully crewed sailing charters. Charter for any length of time. 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 provisioning services. We take care of the details so you don't have to. Take a sunset cruise and spend an evening aboard one of our boats on a romantic getaway with that special someone. 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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4 days ago
“Week in June seeing Chesapeake on YEBO”
5 days ago
“Best charter company in Annapolis”
Closed Now
Hours
Hours Today: 9:00 AM - 5:00 PM
Suggested Duration: More than 3 hours
LOCATION
222 Severn Ave, Suite 36 Bldg 15, Annapolis, MD 21403-2531
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1 - 10 of 10 reviews

Reviewed 4 days ago via mobile

Cruise Annapolis provided the best service of any of my 15 charters (Chesapeake and Caribbean) thus far. The boat was immaculate and the service/briefings/checking/checkout was not only friendly, knowledgeable and complete, but expeditious...the first time I have ever described a charter process as expeditious. Compliments...More

Thank BAKlippenstein
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed 5 days ago

They have a great variety of boats for charter and keep them in excellent condition. The people are very helpful and pleasant to deal with. Strongly recommended.

Thank davidU2072MV
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed 3 weeks ago via mobile

Cruise Annapolis has a great selection of yachts for charter. Our Jenneau was in fantastic shape. The team was great and provided excellent customer service every step of the way. Definitely headed back again!

Thank Jonathan K
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
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Reviewed 3 weeks ago

We have been sailing with Cruise Annapolis for several years now and it is allways a great experience. The boats are allways in excellent shape and clean. Another reason we have been going with them is that they easily have the best prices.

Thank Gary B
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed 3 weeks ago via mobile

My friend rented a sailboat from this company. The deckhands was very attentive and informative when going over all of the features of the boat. Our deckhand helped us push off and docking when needed. I would love to rent a bigger boat next time.

Thank Alicea R
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed December 18, 2015

We chartered a Jenneau 44' for a long cruise with the International Council of Yacht Clubs. The people at Cruise Annapolis gave us excellent service and were very responsive. The only problem was at the beginning. For the first two days we could not get...More

Thank Marincpa
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed December 15, 2015

I chartered a 44' Jeanneau sailboat to take the family on a weekend sail around the Chesapeake Bay, staying overnight on the boat near Tillman Island. Cruise Annapolis has terrific staff and equipment that made the experience easy, safe, and fun for all. They took...More

Thank JRoz
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed November 26, 2015

I had a wonderful experience with Cruise Annapolis. I booked a crewed yacht charter on a Fountaine-Pajot catamaran for a day on the Chesapeake Bay. Everything from start to finish was wonderful. I would highly recommend Cruise Annapolis to anyone!!

Thank awlavery
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed November 22, 2015

My family, including husband and four sons, took a cruise in late August of this year (2015). We have been bareboat chartering out of Annapolis for almost 40 years. Cruise Annapolis was by far the best experience we have had. Provisioning was easy. I ordered...More

1  Thank Meg R
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed August 31, 2015

Great Sailing Charter experience. We went on a 4 days excursion around the Chesapeake in one of many of their Brand new yachts. Everything was immaculate, CLEAN and NEW very impressed with a perfect sailing experience.

Thank blusailing
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
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