At a glance
- Duration:
- 8 Days
- Start/End:
- Boston, MA to New York, NY
- From:
- $5,240
- Time of Year:
- May - October
On this 8-day Yankee Seaports Cruise sailing between Boston, MA and New York, NY aboard luxury small ships with the largest staterooms sailing American waters, set sail on this itinerary to see the best seaport towns of the Northeast aboard our innovative small ships, designed to expertly navigate New England’s pristine waterways. Explore the historic districts of Boston to New York, where each street still tells stories of the American Revolution.
Venture to Plymouth, MA, a charming coastal enclave with a rich history as the site of the Pilgrims’ earliest settlement. Experience the splendor of Newport, Rhode Island, a testament to the opulence of the Gilded Age. Get to know the fascinating maritime legacy of New London, Mystic, and Essex, CT, led by a knowledgeable local guide through their charming streets and dynamic art scenes.
As the sun sets, take a cruise around New York Harbor, where the glittering skyline of the city unfolds before you. Take in these iconic views from the ship’s bow, a fitting farewell to your unforgettable journey through the quintessential seaports of the Northeast.
Yankee Seaports Cruise Highlights
- Boston, MA
- Plymouth, MA
- Newport, RI
- New London/Mystic, CT
- Sag Harbor, NY
- Old Saybrook, CT
- New York, NY
Yankee Seaports Cruise Details
Day-to-Day Itinerary
Pre-Cruise: Boston Four Seasons Pre-Cruise Package
With our exclusive Pre-Cruise Package, located in the heart of downtown Boston, you can begin your cruise early. This premier accommodation offers convenient access to the entire city, allowing you to leisurely arrive the day prior to your cruise.
Start your day with breakfast before joining a guided exploration of the city’s renowned landmarks, including the historic Freedom Trail. Follow the red brick path as it winds through cobblestone streets, passing by significant sites such as the Paul Revere House, Old North Church, and Faneuil Hall, where you can stroll the lanes of Quincy Market.
Let American Cruise Lines handle all the details, including the smooth transportation of your luggage directly to your stateroom aboard the ship. Conclude your exploration at the ship, where you’ll seamlessly transition to embarkation and set sail from Boston Harbor for an afternoon of relaxation and scenic cruising along the coast.
Day 1: Boston, MA
Explore the charming streets of historic downtown Boston, where red-brick buildings line cobblestone pathways, holding centuries of rich history. Wander along the waterfront, where ships once docked to unload goods from distant lands and take in the panoramic views of Boston Harbor. Visit Beacon Hill, adorned with elegant brownstone homes and gas-lit streetlamps, harkening back to Boston’s aristocratic past. Discover the verdant oasis of the Boston Public Garden, a retreat filled with colorful flowers, serene ponds, and iconic swan boats, offering a peaceful escape amidst the bustling cityscape. Let us welcome you aboard with a toast as you meet your dedicated crew and fellow cruisers.
Day 2: Plymouth, MA
Discover the coastal beauty of Plymouth, Massachusetts, where sandy shores meet the gentle waves of Cape Cod Bay. Stroll along the historic shores, where weathered fishing boats bob in the harbor, reminiscent of Plymouth’s seafaring past. Explore the charming streets of downtown Plymouth, lined with quaint shops and colonial-era architecture, providing a glimpse into the town’s storied history. Visit Pilgrim Memorial State Park, home to the iconic Plymouth Rock, a symbol of the Mayflower Pilgrims’ arrival in the New World and live the tales of America’s early settlers.
Day 3: Newport, RI
Uncover the enchantment of Newport, Rhode Island, where cascading cliffs meet the sparkling waters of the Atlantic. Take a leisurely stroll along the famous Cliff Walk, a picturesque pathway winding amidst grand Gilded Age mansions and wild coastline, offering breathtaking views of the rocky shore. Explore the historic downtown area of Newport, where colonial-era architecture blends seamlessly with bustling shops and waterfront cafes, reflecting the town’s rich maritime history. Don’t miss a visit to the renowned Newport Mansions, such as The Breakers and Marble House, once the extravagant playgrounds of America’s elite, adorned with ornate ballrooms, gilded ceilings, and manicured gardens, for a step back in time to an era of pure luxury and indulgence.
Day 4: New London/Mystic, CT
The perfect duo: New London and Mystic. Mystic is a charming maritime village known for its scenic New England beauty, featuring a harbor filled with historic tall ships and an eclectic waterfront area. The town has a rich art scene. Stop into the gallery of Russ Kramer, known for his realistic maritime paintings. This port gained additional fame from the 1988 film Mystic Pizza but pushes culinary boundaries at local restaurants and bakeries like the famous “Sift” with the best, melt-in-your-mouth chocolate chip cookies.
Nearby New London is a historic seaport city where the Thames River meets the Long Island Sound, characterized by its eclectic art scene, including the renowned Lyman Allyn Art Museum and frequent cultural festivals. The city’s landscape features a mix of urban and coastal elements, with notable landmarks like the United States Coast Guard Academy and a vibrant waterfront district that offers sweeping views and a variety of dining experiences.
Day 5: Sag Harbor, NY
Set sail for Sag Harbor, a historic port on the shores of Eastern Long Island. Established as a bustling whaling port, this village retains its 19th-century charm, with narrow lanes and whaler’s cottages that tell tales of the sea. Meander through the streets lined with art galleries and antique shops, each a treasure trove of artistic expression and bygone artifacts. Visit the Whaling Museum to trace the bold journeys of maritime adventurers and stand by the old windmill, a sentinel of the past. Experience Sag Harbor’s unique blend of nautical history and cultural sophistication, where every corner reveals a story, and every sunset paints the harbor in pink and orange hues.
Day 6: Old Saybrook, CT
Journey to Old Saybrook, where the Connecticut River greets Long Island Sound. As one of Connecticut’s earliest settlements, founded in 1635, Old Saybrook boasts a legacy as the cherished home of silver screen icon Katharine Hepburn. Venture a short distance to the enchanting town of Essex, where you can wander along a waterfront framed by time-honored colonial and federal architectures that stand as elegant custodians of history along its idyllic streets. Uncover the maritime chronicles of the area at the Connecticut River Museum, a repository of seafaring lore and legends.
Day 7: New York, NY
As we glide towards the iconic silhouette of New York City, prepare for the spectacle of its famed skyline: the Empire State Building pierces the sky, the Chrysler Building flashes its Art Deco brilliance, and the new One World Trade Center stands as a beacon of resilience and renewal. Once your ship docks in the energetic heart of Manhattan, you’re perfectly positioned to step into city life. American Cruise Lines offers a curated selection of shore excursions—whether you’re keen to meander through the sprawling greenery of Central Park, take in a Broadway show, or explore the historic streets of Greenwich Village. Ready yourself to engage with New York’s storied museums, its endless markets, and the palpable buzz of Times Square. This isn’t just a visit; it’s a chance to take a bite out of the Big Apple.
Day 8: New York, NY
Conclude your voyage in the city that never sleeps. From the dazzling neon glow of Times Square to the majestic elms of Central Park, and the chic boutiques and historic cobblestone streets of SoHo, Manhattan delivers an unmatched urban experience. Let Lady Liberty welcome you as you circle her and her famous torch. Enjoy one last breakfast on board and begin your journey home. American Cruise Lines thanks you for choosing to sail with us, and we look forward to welcoming you aboard again soon to explore America’s beautiful waterways.
