The Best Boat Rentals in Massachusetts

Most small powerboats and pontoons in Massachusetts, United States start around $150–$250 per hour, while sailboats often run $150–$300 per hour depending on size and crew. Mid-size cruisers and cabin boats typically range from $250–$500 per hour, and larger yachts or premium charters can be $400–$1,000+ per hour with higher weekend and holiday rates. Prices commonly include the boat, basic safety gear, and standard cleaning; captained trips include the captain’s time, and fuel may be either included or billed based on actual use. Taxes, gratuity, docking at special pickup points, and add-ons like catering or water toys are usually extra, so check the listing details before you book.

You’ll find a wide mix suited to local waters, from comfortable pontoons and center consoles for harbor cruising to sailboats for afternoon tacks along the coast. There are also cabin cruisers and motor yachts for bigger groups, plus fishing boats that are set up for inshore trips. If you’re planning an event or a more luxurious day out, look for larger yachts with indoor salons and spacious decks. Many options are available with a professional captain so you can relax and enjoy the ride.

Both options exist. Many visitors choose a captained charter for ease, local knowledge, and stress-free docking, especially in busy harbors like Boston or in the tidal currents around Cape Cod. Experienced boaters can book a self-operated rental when the owner approves your skills and experience; requirements vary by boat type and weather conditions. Personal watercraft and higher-performance vessels typically have stricter rules, so review the listing notes before you reserve.

Common departure points include Boston Harbor with pickups near the Seaport, Rowes Wharf, and Charlestown, as well as Marina Bay in Quincy for easy harbor and island access. On Cape Cod, popular launch spots include Hyannis Harbor, Falmouth Harbor, and Provincetown’s MacMillan Pier. For the islands, boats often depart from Oak Bluffs or Vineyard Haven on Martha’s Vineyard and from Nantucket Harbor. North Shore outings frequently leave from Salem or Gloucester, which are great for scenic coastline and lighthouse views.

Expect classic New England scenery with skyline views in Boston, historic forts, and lighthouses such as Boston Light. The Boston Harbor Islands offer beaches and picnic spots, while Cape Cod and the North Shore feature rocky headlands, beaches, and picturesque towns. Summer trips may spot seabirds and occasionally whales offshore, especially on routes toward Stellwagen Bank. Sunset and evening cruises are popular for city lights and seasonal fireworks displays during holiday weekends.

Massachusetts does not require a general boating license for most adult operators of standard motorboats, but renters must follow all safety rules and any requirements set by the boat owner. Operators of personal watercraft have stricter age and certification rules, and younger operators may need a state-approved boating safety certificate. If you’re unsure, choose a captained charter or ask the owner what they require for a self-operated booking. Captained trips let you enjoy the day without worrying about credentials or local navigation.

Families are welcome on most charters, and children are commonly accommodated with properly sized life jackets. By law, kids must wear life jackets on the water, and reputable operators will provide them along with other standard safety equipment. Let the owner know the number and ages of children in your group so they can prepare the right sizes. For comfort, pack layers, sun protection, snacks, and any motion-sickness remedies your family prefers.

Many charters allow you to bring snacks, picnics, and beverages, and some offer catering upgrades if you want everything handled for you. Glass is often discouraged, and red wine or messy foods may be restricted to protect the decks. If alcohol is permitted, it’s typically for guests aged 21+; the captain and anyone operating the boat must remain sober. Check your listing’s rules and coordinate cooler space, ice, and any special requests in advance.

Pet policies vary by boat and captain. Many owners welcome well-behaved dogs with prior approval, especially on open-deck vessels, while others may restrict pets due to upholstery, safety, or allergies. If your pup is coming along, bring a leash, a non-slip mat, water bowl, and consider a canine life jacket for added safety. Always confirm the pet policy and any cleaning fees before booking.

Weather on the Massachusetts coast can change quickly, with sea breezes in the afternoon and cooler temperatures on the water even in midsummer. Captains monitor marine forecasts and may adjust routes or reschedule when winds, fog, or thunderstorms pop up. Most listings have clear weather and cancellation policies, often allowing flexible rebooking if the captain deems conditions unsafe. To maximize calm water and clearer skies, many planners choose morning departures, especially on weekends.

Yes, boats make memorable venues for celebrations, from low-key harbor cruises to upscale yacht outings. Many captains are experienced with special occasions and can suggest routes for photos, swimming stops where permitted, and timing to catch sunset. For larger groups, look for boats with spacious decks, shaded seating, and an onboard restroom, and confirm maximum passenger counts early. Bring decorations that are easy to remove and ask about playlists or Bluetooth compatibility for your music.

Peak boating season runs June through September, when water and air temperatures are most comfortable. Popular holiday weekends include Memorial Day, July 4th, and Labor Day, so book well in advance if your plans fall then. August often brings the warmest water and long evenings, while May and October can offer value and lighter crowds on calm days. Weekdays are typically quieter and easier for docking and photos, and morning trips tend to have smoother seas before afternoon breezes build.

Boston Harbor Islands are a favorite for sightseeing and picnicking with views of forts, beaches, and historic sites. On the North Shore and Cape Cod, lighthouse spotting and coastal cruising are highlights, and during summer you may encounter whales and dolphins on routes toward feeding grounds offshore. Event weekends like Boston Harborfest around the Fourth of July or the Gloucester Schooner Festival near Labor Day can make for spectacular on-the-water viewing, though schedules book up fast. If you’re island-bound, day trips to Martha’s Vineyard or Nantucket offer classic harbors, walkable towns, and great dining right off the docks.