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New England

Sailing trips & boat tours

Our most recommended New England Sailing Trips & Tours

Boston Duck Tour: The Original and World-Famous

1. Boston Duck Tour: The Original and World-Famous

Make a splash on an 80-minute “Duck” tour of Boston and see the city from the land and water on one non-stop journey. Climb aboard your World War II-style amphibious landing vehicle at the Museum of Science or Prudential Center, and set off to discover unique neighborhoods. You will be welcomed on board by one of the legendary “ConDUCKtors®” who will narrate your tour and tell you about Boston as the birthplace of freedom and place of “firsts.” Travel by the golden-domed State House to Bunker Hill, and continue to Boston Common and Copley Square. Hear about the “Big Dig,” and marvel at fashionable Newbury Street. Go to historic Quincy Market, and more. As the best of Boston unfolds, your “ConDUCKtor®” will give you lots of little-known facts and interesting insights into the heritage of the city. Then, just when you think you've seen it all, it's time for a splash into the Charles River. Enjoy views of Boston and Cambridge that you won't get anywhere else. All tours feature a fun, informative local guide. In addition, foreign language tours depart every half hour from the Museum of Science location. These tours utilize cutting-edge GPS technology to offer tours in Spanish, German, French, Mandarin, Japanese, Italian, Portuguese (Brazilian dialect), Cantonese and Korean, at no additional cost to you. If you require this multilingual commentary, be sure to choose the option from the Museum of Science.

Newport, Rhode Island: Scenic Narragansett Bay Cruise

2. Newport, Rhode Island: Scenic Narragansett Bay Cruise

Take in the classic New England fall scenery aboard the comfortable Coastal Queen. Local guides will share their knowledge of the historic sites that surround beautiful Newport Harbor and the Jamestown shoreline. You will see historic church steeples, Bowen’s and Banisters Wharves, historic lighthouses, forts, mega yachts, and more on the tour. You may even spot a seal or two. The Coastal Queen offers maximum comfort and has a weatherproof interior that can be heated on chilly days, a bar, panoramic views, and an open-air top covered deck where the side curtains can roll up for catching the ocean breezes or rolled down for warmth.

Newport, RI: Lighthouse and Mimosa Cruise

3. Newport, RI: Lighthouse and Mimosa Cruise

Start your day in with style on a 75-minute, narrated lighthouse tour of scenic Newport Harbor. Take in some classic New England scenery aboard the boat, while sipping a morning drink. Listen as local guides share their knowledge of the four lighthouses surrounding Newport Harbor. Along the way, see historic church steeples, the Jamestown shoreline, the Newport Pell Bridge, Clingstone, Hammersmith Farm, the Newport Harbor mansions, mega yachts, offshore lobster and fishing vessels, and so much more. Kick back in the warm, covered, and virtually weatherproof main salon, or hit the open-air upper deck for catching the ocean breeze. Wherever you choose, enjoy sipping your drink while taking in the panoramic views in absolute comfort

Boothbay Harbor Cruise: Lighthouses, Lobster Haul, and Seals

4. Boothbay Harbor Cruise: Lighthouses, Lobster Haul, and Seals

Go on a delightful harbor cruise, passing summer colonies, lighthouses, small islands, and out to see the seals on the ledges. Fun for the whole family. Pass by 2 lighthouses, islands, coastline, inner and outer harbor, and seals at the seal rocks. Experience a Boothbay classic that has been enjoyed for over 50 years and find out why it's so popular. Get an idea of how those delicious lobsters you enjoy at your favorite restaurant are caught, how the traps are hauled, and a little background of Maine’s famous lobster industry. Enjoy the seals basking on the rocks. Pass by two major lighthouses, Burnt Island Light, and Ram Island Lighthouse. This Boothbay Harbor lobster tour is educational and fun for the whole family. Don't forget to bring your camera. Step aboard a vessel that has the largest and most comfortable main salon in the region with padded seats and tables. Relax with food and a drink from the galley, which features a 360-degree view of the outside. Enjoy the sun and fresh Maine air on the upper deck. Hear the narration no matter where you choose to be, with speakers throughout the vessel.

Penobscot Bay: Historic Schooner Day Sailing Trip

5. Penobscot Bay: Historic Schooner Day Sailing Trip

Experience one of the top things to do in Camden sailing along Maine's magnificent rocky coastline. Climb aboard the elegant Appledore II, a historic schooner. Feel like an adventurer from the 19th-century while enjoying state-of-the-art accommodations onboard a modern windjammer. Stroll along the wide decks as you take in the sights without needing to duck beneath the rigging. With a capacity of only 49 passengers, there is abundant seating to make yourself comfortable for this intimate sailing trip. Enjoy the chance to sail your own wooden ship as the crew welcomes your participation. Offer to help raise the sails and take a turn at the wheel of this hard-working, seaworthy schooner. Ask your crew about the history of the boat which has sailed around the world, docking at many harbors along the way. Twice a year, she still sails the Eastern seaboard between her 2 home ports of Camden, Maine and Key West, Florida.  Start the tour by departing from Bayview Landing and heading out of Camden Harbor. Discover why Camden is often called the jewel of the Maine coast as you sail past the impressive lighthouse, Curtis Island Light, dating from 1836, and into Penobscot Bay. Considered to be one of the top cruising bays in the world, Penobscot Bay will amaze you with its uninhabited islands, wildlife, and views of Camden Hills and other coastal mountains dropping off into the sea. During the tour, look along the shore for Mount Battie, historic inns, and elegant summer mansions of the rich and famous with their million dollar yachts. Watch lobstermen hauling in their traps. On a typical day, you may see porpoises playing in the water, ospreys, eagles hunting for fish, and even the occasional whale. Watch for seals sunning themselves on rocks and cute guillernots (cousins of the puffin), with their bright red feet, wobbling as they walk along the rocky shoreline. Quench your thirst with cocktails, beer, wine and soft drinks, all available for purchase during your sailing cruise. As Camden Harbor comes back into view, relax and feel the wind sweep through your hair as your memorable sailing ship cruise draws to a close.

Portland: Sunset Harbor Cruise in Casco Bay with Drinks

6. Portland: Sunset Harbor Cruise in Casco Bay with Drinks

Enjoy a 1.5-hour cruise around the islands of Portland's Casco Bay. Pass historic lighthouses, early-19th century forts, and quaint fishing piers as you explore the area at sunset. Guests over 21 can enjoy 2 craft beers or hard seltzers per person. As you cruise, keep an eye out for seabirds and the occasional seal that call Maine's coast home. When the timing's right, the boat will turn its bow towards Portland so you can enjoy the sunset and the city's skyline from the water.

Portland: Schooner Tall Ship Cruise on Casco Bay

7. Portland: Schooner Tall Ship Cruise on Casco Bay

Set sail on a two-hour cruise from Portland along the rugged coast of Casco Bay. Pack a meal and your favorite wine or beer, and sit back and relax as you slip through the peaceful waters of Maine. Enjoy views of lighthouses, seals, and other coastal wildlife aboard a famous schooner tall ship. Join the crew to hoist the sails or take a turn at the ship's wheel if you feel inspired. Whether you're nine years old or 99, sailing aboard a Maine schooner is a unique adventure. Learn more about the wooden windjammers which are all listed on the National Register of Historic Places and were built in Maine.

Camden: Sunset Sailing Cruise Aboard Appledore II

8. Camden: Sunset Sailing Cruise Aboard Appledore II

Board the Appledore II in Bayview Landing in Camden, and enjoy a 2-hour sunset cruise. Admire the beautiful harbor, framed by mountains, and appreciate the views from the wide decks. Help to raise the sails, take a turn at the wheel, and experience captaining a traditional wooden ship. Cruise past Curtis Island Light and into Penobscot Bay. Sail along the rugged coastline, take in the majestic mountains, and look out for local wildlife such as seals, porpoises, and eagles. Cocktails, beer, wine, and soft drinks are available for purchase as you enjoy the sunset over Mount Battie.

Boston: Historical Sightseeing Cruise

9. Boston: Historical Sightseeing Cruise

Board a sightseeing cruise in Boston and take a tour around Boston Harbor. Experience breathtaking views, refreshing sea breezes, and vividly told stories of Boston's past and present as you admire the city's sights from the water. Depart from Long Wharf, then Cruise past the USS Constitution, the oldest commissioned US Navy warship afloat today, marvel at the Bunker Hill Monument, and catch a glimpse of the fabled Old North End Church steeple. Hear heroic tales told by expert narrators and learn about local legends from the Revolutionary War. You'll also discover how the harbor was transformed into one of the cleanest waterways in the country. Enjoy the best view no matter the weather, with spacious outdoor viewing decks when the weather is fine, and indoor spaces with large windows if you want to be indoors. Onboard refreshments and snacks are also available for purchase.

Newport, RI: Evening Cocktail Cruise of Narragansett Bay

10. Newport, RI: Evening Cocktail Cruise of Narragansett Bay

Experience Newport Harbor and Lower Narragansett Bay as the sun goes down while sipping a special complimentary drink. See mega yachts, lighthouses, historic church steeples, the Newport Pell Bridge, Rose Island, the Jamestown shoreline, historic forts, and so much more from aboard the Coastal Queen. Enjoy panoramic views from the warm and weatherproof main salon or from the open-air upper deck. Additional refreshments are available for purchase at the cash-only bar onboard. Coastal Queen staff follow the most current health guidelines to ensure your experience is safe and enjoyable. After the cruise, take a moment to walk around and soak up the vibrancy of this coastal town. Checkout out the shops or enjoy a sweet or savory treat in one of the many cafes lining the port.

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Frequently asked questions about New England Sailing Trips & Tours

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Other Sightseeing Options in New England

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What people are saying about New England

Such a cool experience! We went on the lunch cruise, the food was very good and was a great selection. We also had a big margarita and got to bring the glass home with us, thought that pretty cool. The views of the Boston Harbor were awesome. The staff were so nice and friendly really made the experience even better. We would definitely come back and do it again.

The wharf area was impressive. It was a great evening for sailing and the views were amazing. We enjoyed talking with the captain and the crew was professional and friendly. Fun times for sure, highly recommended!

Was a very enjoyable cruise and our guide was amazing. We learned so much history on the hour cruise. Well worth it and very informative.

Best tour we took in Boston. Captain Supersize was both entertaining and informative!

Nice ride wish the weather was nice so we can see sunset and newmoon