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Catamaran rental in Annapolis

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Boats with this tag offer updated booking conditions in the context of coronavirus, making it easier for you to plan your holiday.

From €705 per day


From €875 per day


From €641 per day


From €842 per day


From €842 per day

Setting sail in Annapolis, Maryland!

Annapolis is the perfect starting point for your day out on the water this summer. Let us share with you our top recommendations when it comes to boating in Annapolis and the Chesapeake Bay:

Set sail for some of the Chesapeake’s smaller and historical towns. For example, St. Michaels was voted one of the ‘Top 10 Best Coastal Towns” by USA Today, home to excellent dining and shopping options.

Rock Hall is an absolute must, it is a waterfront village settled in 1706, with plenty of restaurants and bars on the docks with live music in the summer. Be sure to try the crabs here! And we can’t forget charming Chestertown, embellished with 18th-century mansions and townhouses.

The city of Baltimore is also stunning to see by the water, especially if you take the time to visit its inner harbor. And Chesapeake City is a classic sailing destination for all those cruising out on the bay.

When is the best time for a catamaran charter in Annapolis?

The best time for a catamaran rental in Annapolis, Maryland is during the warm summer months. From May to late September, you can comfortably cruise the Chesapeake Bay and enjoy warm water temperatures for swimming.

If you are interested in booking a catamaran, we highly recommend that you make a reservation in advance with Click&Boat to ensure that you can set sail on board your dream boat.

Can I charter a catamaran in Annapolis with a skipper?

Yes! With the Click&Boat platform, most catamaran rentals in the Annapolis area are available with an experienced captain and crew. All you have to do is sit back and relax while the skipper and crew take care of everything from mooring, navigating, docking, and more! This is also a great option for those who are planning parties or celebrations on board!

Our captains are local experts who know the area best! Let them show you all the top places to see including, charming villages, sandy beaches, waterways, sandbars as well as give you recommendations on the best restaurants and bars- if you are interested in a dock’n’dine experience on the Chesapeake!

For those interested in bareboat charters, don’t hesitate to contact our owners on Click&Boat for more information and availabilities.

Why charter a catamaran for your next boating adventure?

Catamaran hires are ideal for those looking to set sail in larger friend groups or families. With a catamaran’s two hulls, you are guaranteed more space, comfort, and stability on board.

Depending on the model and length of the catamaran, they can accommodate from 4 to 10 guests easily onboard. Families with younger children can sail with peace of mind, knowing that most catamarans have extra nets and stability for safety too. And for those worried about the cost, remember you can easily split the price with family and friends on board!

To sum it up, you can’t go wrong with a catamaran charter in Annapolis. Just imagine yourself cruising along the bay, stopping for a quick picnic and swim, and most importantly- creating unforgettable memories with your loved ones. Sailing charters are definitely a bucket-list-worthy adventure!

Hiring a catamaran with Click&Boat

With Click&Boat, the leading peer-to-peer boat rental service, guests can select from a range of catamaran brands like Fountaine Pajot, Lagoon, etc... And rest assured that we will help you find a boat that fits your budget and suits your needs.

Once you have found the perfect catamaran charter, send a message to a boat owner using our internal messaging system in order to clarify any questions you may have. Then all you need to do is book. It is as easy as that. And after your charter, be sure to leave a review about your experience and the boat.

However, if you prefer, you can request a free quote from our team of knowledgeable sailing advisors. They will help you find the crewed yacht charter of your dreams, as well as help you plan all the details of your trip on the Chesapeake Bay.

  • Sailboat
  • Motorboat
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  • Catamaran
  • Gulet
  • Jet ski
  • Houseboat
  • Yacht
0 - 1 000+ € /day
0 - 60 m
  • Discounts
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0 - 250 hp
2001 - 2022
100 km max.
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Catamaran Charter Annapolis with Click&Boat

Annapolis, Maryland is well known throughout the United States as the epicenter of America’s boating culture. Here, sailing is the way of life. Whether you are looking for day trip inspiration around the Annapolis area, or you are planning a long weekend on the bay- know that the options are endless when it comes to sailing.

The Chesapeake Bay is a boating paradise in the summer, with plenty of historical towns and marinas to visit like Chestertown, Rock Hall, and St. Michaels. So what do you say? Charter a catamaran in Annapolis and explore the bay like never before!

How much does it cost to rent a catamaran in Annapolis?

The cost of a catamaran charter in Annapolis, Maryland may depend on a few factors. Depending on the size and model of the boat, as well as if it is high or low tourism season in the area. Extras like fuel, water sports equipment, and the services of a captain may not be included in the initial price. So to be sure, contact the boat owner via Click&Boat’s messaging platform to ask any questions you may have.

  • Catamaran charters in Annapolis start at 745€/day for 8 people on board, larger catamarans may cost up to 1,330/day.
  • Catamaran trawlers (without sails) start at 1,900€/day and can sleep up to 7 guests.

Since you are interested in hiring a catamaran on the Chesapeake Bay, we also recommend you check out our fleet in nearby destinations:

How much does it cost to rent catamaran with a captain in Annapolis?

Renting catamaran in Annapolis cost around €1,474 per day. Many boats can be rented with a skipper and may come at an additional price to the rental. Chartering with a skipper can cost an extra 180 to 200 euros per day. However, some boats include the cost of the captain.

Charter another yacht type in Annapolis

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