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Chatham, Massachusetts
7 boats to rent
Cape Cod, Massachusetts
28 boats to rent
Barnstable, Massachusetts
17 boats to rent
Middletown, Rhode Island
17 boats to rent
Newport, Rhode Island
20 boats to rent
Jamestown, Rhode Island
21 boats to rent
Narragansett, Rhode Island
24 boats to rent
Quincy, Massachusetts
38 boats to rent
Hull, Massachusetts
13 boats to rent
Winthrop, Massachusetts
7 boats to rent
Boston, Massachusetts
59 boats to rent
Marblehead, Massachusetts
12 boats to rent
Gloucester, Massachusetts
11 boats to rent
Montauk, New York
37 boats to rent
East Hampton, New York
7 boats to rent
Sag Harbor, New York
45 boats to rent
Noyack, New York
46 boats to rent
Southampton, New York
65 boats to rent
Miami, Florida
926 boats to rent
Tampa, Florida
424 boats to rent
Miami Beach, Florida
396 boats to rent
Los Angeles, California
376 boats to rent
Chicago, Illinois
279 boats to rent
Fort Lauderdale, Florida
271 boats to rent
Hollywood, Florida
266 boats to rent
Saint Petersburg, Florida
261 boats to rent
Dania Beach, Florida
251 boats to rent
Clearwater, Florida
238 boats to rent
North Miami, Florida
186 boats to rent
Austin, Texas
183 boats to rent
Seattle, Washington
155 boats to rent
Madeira Beach, Florida
144 boats to rent
Treasure Island, Florida
137 boats to rent
Marina del Rey, California
134 boats to rent
Newport Beach, California
132 boats to rent
Destin, Florida
129 boats to rent
Expect simple harbor cruises to start around $400–$800 for 2 hours, half-day private charters to run roughly $900–$1,800, and full-day outings to range from about $1,600–$3,500 depending on boat size, season, and whether a captain is included. Luxury yachts and larger vessels can exceed $4,000–$10,000+ for a day in peak summer. Most captained trips include the captain’s time, fuel for standard routes, basic ice and water, and safety gear. Taxes, marina fees, special pick-ups, and gratuity (often 15–20% for great service) are usually extra.
You’ll find comfortable options for every plan, including center consoles for beach runs and island-hopping, classic sailboats for scenic cruises, RIBs for quick harbor trips, cabin cruisers for family days, and larger motor yachts for celebrations. If you’re planning offshore wildlife viewing or a run to Great Point, choose a seaworthy hull with some shade and a head for comfort.
Both options exist. Captained charters are the easiest—your skipper handles navigation, docking, and local conditions like currents and fog. Experienced boaters can request a self-operated (bareboat) rental when available, but you’ll be expected to demonstrate skills and follow Massachusetts rules. For most trip planners, a captained charter reduces stress and keeps your group focused on the fun.
Most trips meet right in town at the Nantucket Boat Basin area, including Straight Wharf and Old South Wharf. Many captains also use nearby town docks along Washington Street to stage pick-ups. On the island’s west side, some outings can depart from Madaket Harbor when conditions and the operator allow. Your confirmation will specify the exact dock and meeting spot.
Harbor cruises showcase Brant Point Lighthouse, yachts along the Boat Basin, and the sandspits of Coatue. Longer trips often round the Head of the Harbor toward Coskata-Coatue Wildlife Refuge and Great Point Lighthouse, or trace the shoreline toward Cisco and Surfside for wide Atlantic views. Wildlife sightings can include dolphins and seals, with summer sunsets especially beautiful off Madaket.
Adults do not need a general Massachusetts boating license to rent a boat, but safe boating knowledge is required, and operators must comply with state and Coast Guard rules. If you book a captained charter, no license or prior experience is needed. For self-operated rentals, the owner will assess your experience and may require a safety briefing or proof of prior certification.
Yes, families are welcome. U.S. Coast Guard–approved life jackets are provided for all guests, and children must wear them while on deck. Most boats can supply a range of sizes, but it helps to share ages and headcounts in advance. Strollers are typically stowed dockside; soft-soled shoes, sun protection, and layers are recommended for the breeze.
Most private charters allow you to bring snacks, picnic platters, and beverages. Many boats provide a cooler with ice or have a small fridge; confirm in advance and pack in easy-to-manage containers. Glass is often discouraged underway, and red wine or staining beverages may be restricted. If you’d prefer catering, ask your captain for local options and delivery timing to the dock.
Some boats are dog-friendly, especially for short harbor cruises, while others prefer no pets. Policies depend on the captain, boat size, and upholstery. If pets are allowed, bring a leash, a small towel, water bowl, and be prepared for a quick rinse after sandy beach stops. Always include your pet in the guest count so the crew can plan safe space.
Nantucket is famous for fog and afternoon sea breezes, especially in summer. Captains watch marine forecasts closely and will recommend earlier departures when winds build later in the day. Light fog or a passing shower may not cancel a trip, but unsafe conditions—thunderstorms, strong winds, or rough seas—can trigger a reschedule or weather-based cancellation per your booking policy. Communicate with your captain 24 hours before departure for the latest plan.
Absolutely. Private charters are popular for celebrations, proposals, family reunions, and corporate outings. Most standard charters accommodate up to six guests, while inspected vessels can host larger groups when available. Share your occasion, headcount, music preferences, and any décor or catering ideas so the crew can suggest the right boat and route.
Peak boating runs June through September, with warmest water in late July and August. Memorial Day weekend kicks off the season, July 4th is extremely popular, and Labor Day wraps up summer. Weekdays often have better availability and smoother pricing than weekends. Mornings are typically calmer; afternoons bring a steadier breeze that sailors love. Notable events like the Figawi race weekend around Memorial Day and Nantucket Race Week in August can make docks and moorings busier, so book early during those weeks.
Yes—harbor-to-Coatue beach picnics, lighthouse loops past Brant Point and Great Point, and sunset runs toward Madaket are favorites. With the right boat and conditions, some charters explore toward Tuckernuck and Muskeget, known for seal sightings and pristine shallows. Always discuss the day’s wind, tide, and your group’s comfort to pick the best route.