Laurels
Best Boat Charters
in Baltimore
2016

Why These Boat Charters?

Our goal is to connect people with the best local experts. We scored boat charters on more than 25 variables across five categories, and analysed the results to give you a hand-picked list of the best boat charters in Baltimore, MD.

ReviewedCuratedTop Picks17511219

Our Selection Criteria:

  • 1. Reputation

    A history of delighted customers and outstanding service.

  • 2. Credibility

    Building customer confidence with licensing, accreditations, and awards.

  • 3. Experience

    Masters of their craft, based on years of practical experience and education.

  • 4. Availability

    Consistently approachable and responsive, so customers never feel ignored.

  • 5. Professionalism

    Providing service with honesty, reliability, and respect.

Admiral of the Bay

Admiral of the Bay is a boat chartering company located in Annapolis, Maryland. They offer charters for groups of 6 to 240 people for different events, such as fishing charters, weddings, and sailing tours to popular destinations in the area. They have several different kinds of boats within their fleet to choose from, including schooners, yachts, and catamarans. Reservations for charters and other events can be made over the phone.

Annapolis, MD(410) 263-5196

Website

American Sailing Tours

American Sailing Tours, located in Baltimore, Maryland, provides elegant tours that are as informative and entertaining as they are authentic. They provide day sails and night sails, as well as private charters, daily charters, and Chesapeake Bay B&B Charters. During the summer, American Sailing Tours hosts a variety of other events, including firework dock parties, old city seaport festivals, and Fourth of July festivities. Tickets can be purchased online or over the phone.

Baltimore, MD(215) 900-7758

Website

Annapolis Bay Charters

Annapolis Bay Charters, located in Annapolis, Maryland, has an impressive fleet, and a well-seasoned crew with over 30 years of combined experience. They provide a variety of services, including bareboat charters, skippered charters, corporate regattas, itinerary planning, sailing training, and yacht sales. Annapolis Bay Charters is a member of Dream Yacht Charter, and they pride themselves on being one of the premier charter services in the area.

Annapolis, MD(410) 268-2308

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Annapolis Cartamaran Charters

Annapolis Catamaran Charters, located in Edgewater, Maryland, was established in 1997 by Susan and Jess Berndt. They are long-term sailors of the Chesapeake Bay area, and they are dedicated to providing exceptional customer service. Their philosophy is to keep things simple and to make the charters as enjoyable as possible. Their cruising catamaran has spacious accommodations, and is comfortable and luxurious. In the winter months, they travel south to the Bahamas.

Edgewater, MD(410) 941-9463

Website

Aquaventures

Aquaventures, located in Cockeysville, Maryland, is a multi-faceted sailing company that provides many services and offers a variety of amenities. Some of the various water adventures they provide include coastal eco tours, guided snorkeling tours, diving courses, technical diving, boat chartering, and accommodations at their top-rated B&B. Boat chartering can be booked for corporate events, private events, diving and angling, survey inspection, and buoy placement. Booking can be done over the phone or online.

Cockeysville, MD(410) 666-2326

Website

Baltimore Marine Centers

Baltimore Marine Centers, located in Baltimore, Maryland, dedicates themselves to providing full-service and top quality amenities. They have five distinctive, first class marinas that provides boat storage, restaurants, boatels, and schooner race tracking. Customers can park their boats in one of three separate harbors to go in-land and enjoy the oceanside neighborhoods. Their website has many different resources that give information on local attractions, and other various hotspots throughout the quaint neighborhoods that surround.

Baltimore, MD(410) 752-1122

Website

Baltimore Marine Recovery

Baltimore Marine Recovery, located in Pasadena, Maryland, prides themselves on being a part of TowBoatUS. They have a fleet of 11 tow boats that meets the boating needs of both members and non-members alike. They also have a fleet of professional charters that are can be chartered by the hour or day. Baltimore Marine Recovery also provides a variety of other services, including cargo transportation, spare parts, supplies, and personnel.

Pasadena, MD(410) 255-8700

Website

Chesapeake Boating Club

Chesapeake Boating Club, located in Annapolis, Maryland, was established in 1992 with the vision that boating should be enjoyable, flexible, and inexpensive. They provide a wide variety of services, such as bareboat charters, cruising power boats, day sailing, and a plentiful list of choice destinations where members can choose to visit. Chesapeake Boating Club has a variety of power and sailboats available. They can be reached by phone or email to inquire about a membership.

Annapolis, MD(410) 280-8692

Website

Cruise Annapolis

Cruise Annapolis, located in Annapolis, Maryland, has one of the finest bareboat fleets in the Chesapeake Bay area. They provide many different services, including yacht charters, ASA instruction courses, and yacht sales. Cruise Annapolis has a large selection of boats available for charter, including sailing yachts and catamarans. Other services offered by Cruise Annapolis include romantic getaways for two, sunset cruises, and half-day sails, which are mini cruises with relaxing accommodations for up to six people.

Annapolis, MD(443) 949-9481

Website

HarborSail

HarborSail, located in Baltimore, Maryland, was established in 2001 as a way to share the unique history of Baltimore, while at the same time providing a great sailing experience. They have entertained guests from around the world, and are dedicated to exceeding customer expectations. HarborSail has also hosted many different occasions, including corporate events, engagement parties, family getaways, anniversary celebrations, and birthday celebrations. Cruise booking can be done either by phone or email.

Baltimore, MD(410) 428-1711

Website

Miss Grace Charters

Miss Grace Charters, located in Annapolis, Maryland, is a multi-faceted cruising and fishing company that can accommodate up to 40 passengers in a single trip. They can be chartered for events such as lighthouse tours, bachelor and bachelorette parties, fishing trips, anniversary celebrations, crab feasts, dinner destination trips, and burial ceremonies. Miss Grace Charters is a member of the Maryland Charter Boat Association, Upper Bay Charter Boat Association, the National Association of Charter Boat Operators, American Professional Captains Association, and the Annapolis chapter of Ducks Unlimited.

Annapolis, MD(410) 353-8919

Website

Sail Away Catamarans

Sail Away Catamarans, located in Edgewater, Maryland, is owned by Tommy Smith and Amy Michaud. Tom has earned his 100-ton Captain’s license, and is both a charter captain and sailing instructor. Sale Away Catamarans provides a variety of services, including crewed and bareboat charters, sailing instruction courses, and boat sales. They also have nationwide contacts who are capable of performing haul-outs, body work, painting, and window replacement. Services and charters can be scheduled by phone or email.

Edgewater, MD(410) 956-9323

Website

Sail the Pintita

Sail the Pintita, located in Annapolis, Maryland, is licensed to accommodate up to 20 people. The Pintita has many different amenities, including heating and air conditioning, and an enclosed cockpit. They have hosted a variety of events, including birthdays, promotions, graduations, and anniversaries. The crew of the Pintita strives to make passenger outings as comfortable and entertaining as possible. Reservations for Sail the Pintita can done by phone or online.

Annapolis, MD(443) 463-4488

Website

Scarlet

Scarlet, located in Baltimore, Maryland, prides themselves on being one of the only private super yacht charters in the Baltimore area. Scarlet is an 86-foot yacht that is available for both daily and weekly charters. Passengers who have chartered Scarlet in the past have said that the yacht was beautiful and modern, and exuded unabashed glamour. Reservations are limited and are taken on a first-come-first-serve basis.

Baltimore, MD(443) 970-7049

Website

Schooner Woodwind

Schooner Woodwind, located in Annapolis, Maryland, is a touring charter boat that is as entertaining as it is informative. They provide many different sailing experiences, including two-hour public sailing cruises, sunset sails, private cruises, team building events, student groups, and multi-day cruises. Schooner Woodwind has two 74-foot wooden schooners that provide an authentic sailing experience. Since their establishment in 1993, the crews and captains of Schooner Woodwind have been very enthusiastic and engaging in teaching people about the history contained in the Chesapeake Bay area.

Annapolis, MD(410) 263-7837

Website

The Marion

The Marion, located in Pasadena, Maryland, is a comfortable and fast fishing charter vessel captained by Randy Baily. Captain Randy provides a variety of charted fishing services, including trolling for stripped bass, chumming, light tackle jigging, live lining for stripers, bottom fishing, and supplying Maryland Fishing Licenses. The Marion can accommodate 34 passengers, and is fully licensed and USCG inspected. Reservations can be made with Captain Randy by phone or email.

Pasadena, MD(410) 508-0776

Website

Urban Pirates

Urban Pirates, located in Baltimore, Maryland, provides an interactive sailing adventure with an all-over pirate theme. Customers can expect to learn dance, talk, and play like pirates while enjoying the beautiful scenery and surroundings. Urban Pirates provides two styles of cruises; family adventure cruises, and adult B.Y.O.G. cruises. Booking is recommended to be completed as early as two weeks in advanced, as cruise reservations tend to fill up quickly.

Baltimore, MD(410) 327-8378

Website

Watermark

Watermark, located in Baltimore, Maryland, was established in 1972. Since their opening they have maintained the vision of immersing their customers in the culture, history, and fun that resides in the Chesapeake Bay area. Over the years, Watermark’s crew has been the recipient of many awards and accolades. Group Sales Manager Jennifer DeLancey was awarded the 2014 New Professional of the Year, and Tour Guide Mistress Meg Govan was awarded the 2010 Interpreter of the Year by Four Rivers.

Baltimore, MD(410) 268-7601

Website

Yacht Charters on the Bay

Yacht Charters on the Bay, located in Annapolis, Maryland, has a fleet of elegant and luxurious yachts that are perfect for any occasion. Their event planners have arranged events such as corporate outings, employee appreciation events, team building events, off-site meetings and retreats, lunch and dinner cruises, cocktail parties, and Hawaiian Luaus. Yacht Charters on the Bay teams up with some of the most renown caters and entertainers in the area to provide their customers with an experience they will never forget.

Annapolis, MD(410) 280-0445

Website

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