Boat rental in Massachusetts

Add your dates
With or without a captain
Price per day
0 - $1,350+
Boat length
0 - 196+ ft
Engine power
0 - 400+ hp
Year of manufacture
2003 - 2024
Search radius
250 Max MI
24 boats available

Bennington 22SSLX (2013)

Without captain

From $767 per day

42ft yacht for private charters in Boston! (1982)

With captain

From $1,951 per day

Charter Our Sailing Yacht! (1994)

With captain

From $1,858 per day

31' Sailboat in Boston (1904)

With captain

From $2,967 per day

Northern Lights 110 (2016)

With captain

From $508 per day

Cape Cod Fishing Charter Adventure in Truro (2009)

With captain

From $1,067 per day

Fishing Charter Adventure in Truro (2008)

With captain

From $1,239 per day

Fishing Charters and MORE on Boston Harbor!! (1991)

With captain

From $763 per day

Blackfin Yachts 272CC Center Console (2022)

With captain

From $3,111 per day

Fishing Charter in Boston! (2015)

With captain

From $1,076 per day

Amazing fishing adventure in Boston with experienced Captain (2015)

With captain

From $1,351 per day

Marine Trader 42 Sundeck trawler (1989)

With captain

From $886 per day

24' Fishing Charter in Dennis (2004)

With captain

From $717 per day

Sea Ray 540 Sundancer in Boston! (1998)

With captain

From $3,422 per day

Fishing Adventure on Cape Cod (2006)

With captain

From $1,111 per day

42' Post Marine Fisher/Cruiser for charter in Boston!! (1982)

With captain

From $2,673 per day

70-passenger Cruise and Event Riverboat in Boston! (1990)

With captain

From $3,500 per day

149-passenger Luxury Yacht in Boston! (1970)

With captain

From $13,106 per day

Boat rental in Massachusetts with Click&Boat

Massachusetts is one of the oldest colonized states in America. The pilgrims sailed from Europe and landed in Provincetown in 1620, which became land under British rule until the early settlers won the American Revolution. The state lies in New England, along the Atlantic Ocean. Popular coastal cities include Boston, Plymouth, Salem, Provincetown, and Cape Cod. Beyond the coast, Massachusetts is full of farmland, big universities, and small towns. Sailboats are particularly popular boat rentals in Massachusetts as visitors enjoy cruising along Boston’s harbor and Cape Cod Bay at their own pace.

Massachusetts boat rentals are available with Click&Boat. We have vessels ranging in size and purpose for cruising along the Massachusetts coast and Cape Cod Bay.

Where to set sail from Massachusetts

The world is your oyster when you set sail from Massachusetts! You can travel far into the Atlantic Ocean or cruise along the 192 miles of shoreline. Most people enjoy fishing charters in Massachusetts, more specifically big game fishing for tuna and shark. But others simply love cruising around New England at a slower pace either by sailboat or catamaran. Here are the best boating destinations in Massachusetts:

  • Plymouth is best known as the place where the pilgrims landed in the 1600s. Boating around here is historic, gorgeous, and iconic all at the same time. As you sail along the coast, you’ll see beautiful Victorian houses, big lighthouses, and plenty of museums. Stop onshore to learn more about the rich history of Plymouth.
  • Boston offers some of the best boating in New England, and because of that, it’s busy! Cruising around Boston Harbor is best with a captain at the helm as he will navigate you under bridges, along the Mystic River, and past monuments. They may even offer you some historical context along the way! Click&Boat offers boat rentals with or without a captain in Massachusetts.
  • Boating in Chatham is super popular, especially during the summer! Locals flock to the beaches and harbors to get on a boat and cruise around Oyster Pond, Stage Harbor, and Nantucket Sound. Click&Boat offers plenty of boat rentals in Chatham.
  • Cruise to Salem and discover the place of the Salem Witch Trials. The town still holds its historic roots and boating through the Crane River offers plenty of insight into the area.

How much does it cost to rent a boat in Massachusetts?

Click&Boat offers peer-to-peer motorboat, sailboat, and yacht rentals in Massachusetts. If you opt into hiring a captain or crew, it might cost a little extra than if you choose to rent a bareboat. The addition of water toys, length of charter, age/model of the boat, as well as the capacity of the boat and the season when you wish to travel, all affect the price of a private boat charter in Massachusetts.

  • Massachusetts motorboat rentals start at $800/day and can cost up to $12,600/day for a party boat.
  • The price of a sailboat rental in Massachusetts starts at $700/day and can reach up to $11,000/day.
  • A catamaran charter in Massachusetts averages $50/day for up to 50 guests.

Since you are interested in a boat rental in Massachusetts or are possibly searching for ‘boat rentals near me,’ you should also check out our nearby fleets in Boston, Chatham, Osterville, and Dennis.

Harbors in Massachusetts

Massachusetts is the king of harbors in New England! Boaters will find plenty of boat ramps and marinas for dockage. Because it’s a coastal state, there are hundreds of marinas and harbors in Massachusetts. Those who are excited to rent a boat in Massachusetts might start their adventure from one of these popular marinas:

  • Safeharbor Hawthorne Cove is near Salem, Ma, and is the perfect gateway to boating the North Shore. This marina offers an atmosphere of rich maritime history combined with newly renovated facilities.
  • Boston Harbor Shipyard and Marina is a complete facility with easy access to the city of Boston and into the bay. The marina is marina consists of deep water with excellent maneuverability, so this is where you may start your sailboat or catamaran charter in Boston.
  • Hingham Shipyard provides hundreds of boat slips with access to the Atlantic in just 3 miles! The marina is quintessential New England and is a great spot to start and end your Massachusetts boat rental.

Things to do and see in Massachusetts

Massachusetts caters to everyone, from the history buff, the foodie, the boater, the nature lover, and the city slicker. All in one lively place! People love to visit Massachusetts because there are so many things to do, even when you’re not on the coast! Remember, Massachusetts is a big state, but here are some fun things to do in Massachusetts when you visit:

  • Visit Chatham and explore the Monomoy National Wildlife. Here you’ll find endangered bird species and other protected animals!
  • Spend time in Dennis and visit the Cape Cod Museum.
  • Get lost in Boston and tour the historic landmarks, museums, and universities to learn more about America’s past.
  • Check out the Minute Man National Historic Park, the site of the start of the Revolutionary War.
  • Discover the Museum of Fine Art in Boston! You’ll find impressive pieces from different genres, eras, and locations.
  • Visit the Freedom Trail, a three-mile walking trail with monuments dedicated to American history.
  • Explore Martha’s Vinyard, a summer destination with beautiful houses, fine dining restaurants, and prime boating.
  • Check out Salem, famous for its 1692 witch trials. You can tour the ancient Witch House.
  • Massachusetts is an excellent spot for whale watching! The Stellwagen Bank National Marine Sanctuary is a marine sanctuary where you can spot humpback whales during the migration season.

Rent a boat with a captain in Massachusetts

Massachusetts is a big state with plenty of amazing opportunities to get on the water. Let a boat captain take the reins as you enjoy a leisurely cruise through the bays, rivers, and sounds at your own pace. Take advantage of a captain’s local knowledge, as it’s a highly recommended way to learn about your surroundings in Massachusetts! Sailing with a captain really is the best way to pick up all the insider tips.

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