Begin your journey with a one-night hotel stay in Portland, allowing time to explore the area before embarking on your New England fall cruise. This stay offers opportunities to stroll the Portland waterfront, historic districts, shops, and restaurants, an ideal introduction to Maine in the fall. Wander working fishing wharves alongside converted warehouses housing some of the city's best dining and shopping or explore neighborhoods that reflect Portland well-preserved Victorian-era architecture. ... Read More
On the morning of your cruise, gather in the hotel lobby for a seamless transfer to the ship. All luggage is handled and delivered directly to your stateroom, ensuring a smooth, worry-free start to your voyage. Step aboard your ship and begin your cruise with a Welcome Reception featuring cocktails, hors d'oeuvres, and entertainment, the perfect opportunity to meet your crew and fellow guests as you settle in and begin scenic coastal cruising. Settle into your stateroom and enjoy views from your private balcony or the sun deck for unobstructed coastal Maine scenery. ... Read More
Sunday - Oct 4, 2026
Day 3
Bath, United States
In the "City of Ships", visit Bath, Maine, a historic shipbuilding town along the Kennebec River, where echoes of 19th-century shipyards still resound. Explore the quaint downtown streets on a guided walking tour, learning about the people and events that made this town a global center of Maine shipbuilding history. Visit the nationally acclaimed Maine Maritime Museum, featuring ship models and interactive displays that showcase Maine's maritime innovation. For a hands-on experience, visit a working family oyster farm to meet the farmers and enjoy freshly harvested oysters. With options for history enthusiasts and interactive experiences alike, Bath offers a memorable and immersive stop on your New England fall cruise. ... Read More
Monday - Oct 5, 2026
Day 4
Portsmouth, United States
Learn why Portsmouth is the center of the New Hampshire coast with a downtown of hidden treasures. On a small-group walking excursion, explore the city's rich past and lively present, passing historic homes, charming shops, and scenic waterfronts. For a more active option, cycle through five distinctive boroughs, stopping at points of interest and scenic spots for photos while learning about the city's maritime heritage and architectural history. In the afternoon, enjoy an exclusive wine tasting at the elegant Library Restaurant at the Rockingham Hotel. Listed on the National Register of Historic Places, the hotel has hosted seven U.S. presidents over the centuries and remains one of Portsmouth's most treasured landmarks. ... Read More
Tuesday - Oct 6, 2026
Day 5
Portsmouth, United States
One day is not enough to fully explore this historic coastal town, where 18th-century brick buildings reflect its important role in the American Revolution and early shipbuilding industry. Take time to visit Strawbery Banke Museum, an outdoor living history museum where preserved colonial buildings and costumed interpreters bring Portsmouth history to life. Stroll among well-preserved homes, cobblestone streets, and landmarks like the Portsmouth Naval Shipyard, connecting with the town's colonial past while enjoying its vibrant modern culture. ... Read More
Wednesday - Oct 7, 2026
Day 6
Gloucester, United States
Gloucester, MA, America's first seaport, blends a working fishing port with an arts community steeped in maritime history. Guided tours highlight the iconic Fisherman's Memorial and landmarks like Hammond Castle. Board the Schooner Lannon to sail as fishermen did over 100 years ago, enjoying harbor views, lighthouses, beaches, and historic waterfront homes. Gloucester offers rich maritime history, cultural landmarks, and outdoor spaces, making it a standout among North Shore Massachusetts towns. ... Read More
Explore Boston, a historic city rich in early American history. Walk the Freedom Trail to the Old North Church and Paul Revere's House, wander parks and waterfronts alive with fall foliage, or visit the Boston Tea Party Ships & Museum for a hands-on history experience. Sports fans can explore Fenway Park with guided tours, while seasonal scenery highlights the city's vibrant autumn character. Boston offers endless things to do in fall, blending culture, history, and natural beauty. ... Read More
Friday - Oct 9, 2026
Day 8
Martha's Vineyard, United States
The tranquil island of Martha's Vineyard is composed of six towns with no bridges to the mainland. Here discover its historic whaling roots through preserved buildings and grand captain's mansions, and marvel at the famous Gingerbread Cottages as bright autumn leaves highlight their ornate Victorian details. For a local perspective, join a walking exploration of Vineyard Haven led by an island native and author, learning about the island's role in the American Revolution as well as its evolving transportation and commerce history. With Martha's Vineyard attractions, seasonal wine tasting tours, and plenty of things to do in Martha's Vineyard in fall, the island offers a rich and relaxing seasonal escape beyond its vineyards. ... Read More
Saturday - Oct 10, 2026
Day 9
Nantucket, United States
Nantucket Island, once the center of 19th-century whaling, preserves its history in cobblestone streets, shops, and museums. Explore the Whaling Museum, Brant Point Light, and historic downtown on guided tours or independently. With its combination of maritime history, lighthouses, and seasonal tranquility, Nantucket offers countless things to do in fall. ... Read More
Within Narragansett Bay lies Newport, Rhode Island, renowned as the yachting capital of the world, where preserved Colonial-era architecture reflects its storied past. Stroll along the shores of The Point and Historic Hill, or explore Fort Adams, one of America's oldest and largest coastal fortifications, active from the War of 1812 through World War II. Built between 1824 and 1857 to house over 2,400 troops, the fort today hosts guided tours, public events, and the famous Newport Jazz Festival, offering an engaging glimpse into its military history and architectural significance. Explore the city's museums, including the International Tennis Hall of Fame, a National Historic Landmark since 1880, and savor one of the highlights of a Newport visit: a traditional lobster bake luncheon featuring fresh lobster, clams, mussels, corn on the cob, and baked rolls prepared over an open fire along the beach. ... Read More
Spend a second day in Newport, enjoying extended time to explore the city's mansions, which once served as summer "cottages" for America's wealthiest families. Stroll along the iconic Avenue of the Mansions, visiting notable estates such as The Breakers, Marble House, and Rosecliff, each offering a glimpse into the opulence and lifestyle of the Gilded Age elite. Guided tours provide fascinating insights into the architecture, art, and history of these grand homes, while additional time allows for continued exploration of Newport's historic streets, waterfronts, and cultural sites. With two full days in port, guests can truly immerse themselves in the city's rich heritage. ... Read More
Tuesday - Oct 13, 2026
Day 12
Sag Harbor, New York, United States
Visit Sag Harbor, a historic whaling port on Long Island. The village preserves its maritime past through landmarks like the Old Whalers' Church and the Custom House, that share the stories of Sag Harbor's whaling industry. Literary luminaries such as John Steinbeck drew inspiration from its quaint streets, penning works like The Winter of Our Discontent amid the coastal charm. For a deeper dive into history, enjoy a personalized exploration at the Annie Cooper Boyd House and a visit to the Sag Harbor Whaling Museum, where local historians bring the town's maritime past to life. For those who prefer a more leisurely pace, stroll Main Street at your own pace, discover boutique shops, art galleries, and local eateries, or savor a tasting at a nearby wine bar, soaking in the village's charm and seasonal beauty. ... Read More
Wednesday - Oct 14, 2026
Day 13
New London, United States
Visit New London, CT, a city with deep maritime and naval significance. Home to the United States Coast Guard Academy and the Naval Submarine Base New London, the city has long played a key role in shaping East Coast naval operations. Once a thriving 19th-century whaling port, New London's waterfront and historic districts still reflect its maritime roots, complemented today by a vibrant arts and cultural scene. Explore the city further with a visit to the Lyman Allyn Art Museum, which houses over 17,000 objects, from ancient artifacts to American paintings and Victorian toys. Just a short distance away, Mystic, CT, offers a charming escape with its preserved maritime heritage. At the Mystic Seaport Museum, set along the scenic Mystic River, explore a recreated 19th-century seafaring village, world-class galleries, and step aboard the 1841 whaleship Charles W. Morgan. Downtown Mystic invites leisurely exploration through unique shops, with a stop at Mystic Pizza, immortalized in the 1988 film that launched Julia Roberts' career. ... Read More
Thursday - Oct 15, 2026
Day 14
Sleepy Hollow, United States
Fall is the perfect time to visit Sleepy Hollow, NY, a village steeped in American folklore and literary history. Immortalized by Washington Irving's The Legend of Sleepy Hollow, the hamlet invites exploration of its haunted past, from Sleepy Hollow Cemetery, where Irving and other notable figures are buried, to the Old Dutch Church, where the Headless Horseman is said to roam. Wander the village streets, taking in the charming shops and historic landmarks, or step into the dramatic world of the Gothic Lyndhurst Mansion, perched above the Hudson River. Guided tours reveal the estate's architecture, history, and sweeping river views, connecting the grandeur of the Hudson Valley with the spooky lore that defines the area. ... Read More
The city that never sleeps, New York City needs no introduction. As you approach the iconic skyline from New York Harbor, the outlines of the Chrysler Building and Empire State Building emerge, while Lady Liberty welcomes you with her ever-burning torch. Onshore, explore neighborhoods at your own pace or join a guided excursion through the city's grid, discovering cultural landmarks, hidden gems, and stories that bring the metropolis to life. Highlights include the 9/11 Memorial & Museum, where guided tours provide insight into the heroes, survivors, and history behind the tragic events, complemented by quiet reflection at the Memorial Pools and Survivor Tree. For a classic Midtown experience, enjoy a guided exploration of Rockefeller Center, St. Patrick's Cathedral, Bryant Park, Grand Central Station, and a scenic drive past Central Park, each stop offering perspectives on the city's architecture, culture, and enduring energy. ... Read More
Enjoy one final breakfast onboard as your unforgettable fall foliage journey comes to a close. After savoring the morning views and reflecting on the scenic coastal towns, historic ports, and vibrant autumn colors you've explored, it's time to disembark in New York City. Guests can choose to head home or extend their stay to explore NYC, taking in the city's iconic landmarks, museums, and neighborhoods. ... Read More
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