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Sailing in Boston

Yankee Seaports

Boston - New York - Example 8 Day Cruise aboard American Glory
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Set sail on an 8-day Yankee Seaports cruise, sailing from Boston to New York aboard American Glory. This scenic journey takes you through the best seaport towns of the Northeast and learn about the historic neighborhoods of Boston.

Visit the picturesque coastal town of Plymouth, MA, and experience the grandeur of the Gilded Age in Newport. Immerse yourself in the maritime history of New London, Mystic, and Essex, CT. Led by a local guide, explore the quaint streets and art galleries in Sag Harbor, NY.

Lastly, experience an evening cruise around New York Harbor, admiring the New York City skyline from the observation area at the bow of the ship.
Zakim Bridge reflection on the Charles River in BostonVisit PlymouthAerial view of New York City at duskSkyline of Manhattan with Empire State BuildingSag HarborSailing in Boston
  • Visit the Massachusetts Maritime Academy
  • Explore the Mystic Seaport Museum
  • Travel to Old Saybrook, where the Connecticut River meets Long Island Sound
  • Stroll around Sag Harbor, one of Long Island’s hidden gems
Activity Level: Variable
Activity options vary depending on destination and operator. Activity level is determined by the range and intensity of activities you choose to participate in. Discuss with your Trip Planner which options are best for you.

Full Itinerary

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Day 1: Boston, MA | Embark

Start your journey, in Boston, Massachusetts, a vibrant city with historic neighborhoods that tell the story of American history. Explore Faneuil Hall, where citizens of Boston first gathered to rally for the cause of independence from Great Britain and where George Washington toasted the nation there on its first birthday. Visit the North End, the oldest neighborhood, home to the famous Old North Church and Little Italy. Take time to shop at Quincy Market and enjoy the diverse lineup of street performers.

Welcome Aboard
As you embark upon your journey, enjoy a Welcome Aboard Reception with cocktails, hors d’oeuvres, and entertainment. Meet the crew, your onboard experts, and fellow guests. Learn more about the wonderful adventure ahead of you.

Day 2: Plymouth, MA

Founded in 1620, this coastal town was the site of the first Pilgrim settlement. With a quintessential New England feel, Plymouth County has some of the most renowned historical monuments and beautiful coastal landscapes in the country. Explore the distinguished Massachusetts Maritime Academy and nearby Hyannis, the site of the Kennedy Compound.

Massachusetts Maritime Academy - Complimentary Excursion
During this privileged excursion, explore the impressive campus and immerse yourself in its state-of-the-art, 360-degree full bridge simulator, view the Emergency Response Operations Training Center, and learn about the Academy's green technologies while standing at the base of its massive 280-foot wind turbine.

Enjoy a presentation by The Chatham Marconi Maritime Center which celebrates the rich history of 20th Century maritime radio and explores the advances in science and technology that continue to transform lives.

Day 3: Newport, RI

Nestled within Narragansett Bay is Newport, the yachting capital of the world. As you stroll along the beautiful beaches, historic neighborhoods, bustling wharves, and scenic waterfront, you'll find Newport offers something for everyone. Visit the Herreshoff Marine Museum and America's Cup Hall of Fame. Explore Newport's fabled past with glimpses of opulent seaside estates along the "Avenue of the Mansions."

Fort Adams Exploration - Complimentary Excursion
Visit Fort Adams, the well-known fort used to protect the harbor, and puts you just a short ride away from Newport’s bustling riverfront. View the “Officer’s Quarters” and ascend to the scenic overlook for a breathtaking view of Newport Harbor. Learn about past and future plans for the restoration of the Fort and enter the restored casemates to visit the latest historical exhibit. The listening tunnels beneath the walls of the Fort are a marvel of architecture and engineering and represent 180 years of American military history and culture.

Lobsterbake Luncheon – Complimentary Excursion
Take a short walk to Fort Adams and upon arrival, watch the unveiling of a traditional, old-fashioned lobster bake, followed by a delicious buffet overlooking the Fort and Newport. Be treated to fresh lobster, steamed clams and mussels, warm corn on the cob, and baked rolls. After lunch, feel free to take a guided exploration of Fort Adams or explore Newport at your leisure.

Day 4: New London | Mystic, CT

Dating back to the Revolutionary War, New London has been the backdrop of some of the most significant scenes in American History and was once the second-largest whaling port in the world. Learn about the city’s storied past, which has been preserved and honored at historical landmarks and museums. Visit nearby Mystic, home to the nation’s leading maritime museum, as well as an amazing aquarium, showcasing thousands of animals, from beluga whales to African penguins.

Day 5: Old Saybrook, CT

Travel to Old Saybrook, located where the Connecticut River meets Long Island Sound. Settled in 1635, it is one of Connecticut's oldest towns and was the longtime residence of actress Katharine Hepburn. Explore the nearby town of Essex and stroll along the scenic waterfront, ornamented with early colonial and federal architecture lining the storybook streets. Visit the Connecticut River Museum to gain an understanding of the town’s maritime history and venture to the Essex Stream Train & Riverboat, the only steam train and riverboat connection in the U.S.

Day 6: Sag Harbor, NY

Described as one of the best-kept-secret small towns on Long Island, Sag Harbor is proud of its history and works hard to preserve, commemorate, and share its past. Settled in the early 1700s, Sag Harbor had the first commercial port in the United States, the first newspaper printed on Long Island, and the first volunteer fire company in New York. Take a leisurely stroll down Main Street, visiting the unique shops and basking in the artsy ambiance of the village.

Sag Harbor On Your Own – Complimentary Excursion
Sag Harbor is truly one of Long Island’s hidden gems. Stroll down Main Street and discover the many unique boutiques and mouthwatering restaurants. Art enthusiasts can enjoy perusing the variety of galleries around the village. Wine connoisseurs can sip away happily at one of the local wine bars.

Day 7: Day of Cruising

As you travel cruise from Sag Harbor to the Big Apple, revel in the beauty that stretches out before you. From the comfort of your private balcony, curl up with a good book or share your adventures with fellow travelers on the sun deck or during a meal in the restaurant.

A Day of Cruising
There are a variety of activities scheduled on board when the ship is underway, which vary depending on the itinerary and scheduled date. Enjoy destination-focused enrichment programs with special guest speakers who present topics related to the region and ports of call, including Art Classes, App-altitude Classes (Tech Made Easy), Cooking Demonstrations, Mixology (the practice of making great cocktails,) Trivia, Game Shows, and more.

Day 8: New York, NY | Disembark

  • 1 Breakfast
End your journey in the city that never sleeps. From the bright lights of Times Square to the grand elms of Central Park and luxurious boutiques and cobblestone streets of SoHo, Manhattan does not disappoint. As you approach the most recognizable skyline in the world, reflect on your incredible adventure and all the friends and memories made.


American Glory

Dates & Prices

My Preferred Start Date


Special Offers 23942
Promotional rates are available on select departures for a limited time. These offers cannot be combined with other discounts and are only valid on new bookings.  Please discuss with your trip planner about applicable dates and cabin types.
Applies to select departures

Per person starting at
$6,640 2-3 travelers
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A rarity in river cruising, our dedicated single staterooms are 280-square-foot enclaves for the solo traveler. Each room also includes a small wardrobe, drawer storage, under bed suitcase storage, 54” inch led TV, writing desk, safe, and complimentary WiFi.
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310 square feet of interior space. Each main deck room features large picture windows with water views and a built-in reading nook. AAA rooms can be configured with a king or two twin beds. Each room has a large bathroom, wardrobe, ample drawer storage, under bed suitcase storage, 54” inch led TV, writing desk, safe, and complimentary WiFi.
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310 square feet of space and floor-to-ceiling sliding glass doors for sweeping views. Each room has an interior seating area, as well as a private balcony with a table and chairs.
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310-square-foot. Each room is available in king or two twin size bed configurations. Vista rooms have a large bathroom, wardrobe, ample drawer storage, under bed suitcase storage, 54” inch led TV, writing desk, safe, and complimentary WiFi.
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Sky Suite
These exceptionally large 470-square-foot rooms include a spacious private balcony with a table and chairs, as well as plenty of interior space to make yourself at home. Each suite has a seating area facing a 54” inch led TV, counterspace with replenished treats, and a stocked refrigerator.
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Grand Suite
620-square-feet. Each suite has a living room, bedroom, interior and exterior dining areas, and a spacious master bathroom.
  • 7 Breakfasts, 6 Lunches, 7 Dinners
  • 7 Nights Accommodations
  • Accommodations as listed
  • Ground transportation as listed
  • Activities as listed
  • Meals as listed
  • Access to a 24-7 Emergency line while traveling
  • Snacks
  • Onboard Entertainment 
  • Onboard gratuities
  • Port charges and fees
  • Complimentary cocktail parties
  • Dining service
  • Travel Insurance
  • Personal Expenses
  • Flight costs (please request a quote)
  • Additional excursions during free time
  • Fuel and transportation surcharges (when applicable)
  • Signature shore excursion - Should be reserved in advance due to limited availability.


When to Go

Good to ideal period to travel, and many people choose to visit at this time.


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Our guide and driver were very good with their knowledge and were very helpful with our questions. It was a very pleasant visit that would have been impossible to do on our own. Hotels and restaurants were fantastic. The special places we got to go to, like the kitchens, were great. Enjoyed the entire trip!
Meyer Smolen

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