16+ Day New England Cruises

Q: How long are New England cruises?

New England cruises typically range from 8 to 16 days, depending on the itinerary. Shorter cruises focus on coastal highlights, while longer itineraries, such as Grand New England Cruises, provide a more in-depth exploration of the region.

Experience the breathtaking beauty of New England in autumn on our 16+ Day small ship cruises in the region, sailing from Portland, ME to New York. Travel through charming seaside towns and historic ports, with stops in Portsmouth, Boston, Martha’s Vineyard, Newport, Sag Harbor, and more. Revel in vibrant fall foliage, crisp fall air, and the region’s rich heritage as you explore iconic harbors and scenic shorelines. Book your cruise today.

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Grand New England Cruise

Boston, MA to Boston, MA

Save up to $1,500

16 Days / 15 Nights

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$13,940

$13,190

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Featured Ports on Our New England Cruises

Martha’s Vineyard, MA

With its scenic harbors, pristine beaches, and elegant clapboard cottages, Martha’s Vineyard is New England’s quintessential island escape. Edgartown’s historic whaling captains’ homes hint at its maritime past, while Oak Bluffs’ whimsical gingerbread cottages make it feel like you’re stepping into a fairytale. Whether you’re exploring the windswept bluffs or enjoying fresh lobster, the island feels like a breath of fresh salt air. A stop on many New England cruises, Martha's Vineyard offers a blend of coastal beauty and historic charm.

Bar Harbor, ME

Located on the edge of Frenchman Bay, Bar Harbor has long been a destination for those drawn to the wild beauty of Maine’s coast. In the 1800s, it was a sought-after getaway for the nation’s wealthiest families and their lavish summer estates. Today, it’s a lively seaside town and the gateway to Acadia National Park, where you can walk to hidden lakes, watch the sunrise over Cadillac Mountain, and spot seals along the shore.

Boston, MA

Home to the Boston Tea Party, Paul Revere’s midnight ride, and the fiery speeches of Faneuil Hall, Boston is where history meets modern vibrancy. Catch a game at Fenway Park, the oldest Major League Baseball stadium , or follow the Freedom Trail past landmarks like the Old North Church. Today, the city blends colonial charm and modern innovation. Boston is a key embarkation and destination port for New England cruises, combining history with a vibrant city experience.

Portland, ME

Portland is a popular stop on Maine and New England cruises, known for its waterfront views and fresh seafood. Portland combines historic New England charm with a thriving arts and culinary scene. Once a major port and shipping hub, its historic Old Port district is now lined with brick buildings housing craft breweries, artisanal shops, and waterfront restaurants serving up some classic Maine lobster rolls. Don’t miss the Portland Head Light, a nearby striking lighthouse that defines Maine’s coast.

What Sets Us Apart

Experience the timeless allure of New England, where coastal charm, storied history, and breathtaking landscapes come together. Wander charming seaside towns, enjoy fresh regional flavors, and uncover the maritime traditions and local stories that have shaped this iconic region. Every voyage offers a unique connection to the heritage, beauty, and character that define New England.

Celebration of America

The all-American experience we provide is an ode to the historic destinations we visit in New England, the birthplace of our nation. From our American-made ships and all-American crew to the raising of the American flag aboard each vessel, every detail reflects our deep pride in our heritage. Explore iconic ports like Boston, where the American Revolution took shape, and Gloucester, one of the oldest fishing communities in the country.

Onboard Enrichment

Learn about maritime history through captivating stories and songs, view intricate hand-drawn maps and illustrations showcasing the unique geology of New England's coastlines, and gain insight into the region's diverse coastal wildlife. In the evening, tap your toes to lively tunes played by local musicians. With our extensive onboard enrichment program, there is something for everyone to enjoy and discover, whether you are drawn to music, history, or nature.

Culinary Traditions

Be treated to a feast of fresh, locally sourced dishes, from clam chowder brimming with tender clams to succulent scallops and flaky Atlantic Cod. As part of our world-class cuisine experience, a highlight of our New England itineraries is a Lobsterbake, a Native American tradition that predates America itself. Our version of this long-held New England summer tradition is very much the same, featuring fresh lobsters, steamed clams and mussels, warm corn on the cob, and baked rolls.

Stunning Balcony Views

Unwind in the comfort of your spacious stateroom, featuring a private balcony that provides a front-row seat to the picturesque landscapes that make New England iconic. As you sail through tranquil harbors and past charming seaside villages, catch a glimpse of colonial-era architecture, historic lighthouses, and fishing boats bobbing gently in the water. Whether it’s the serene calm of a morning fog hovering over the water or the vibrant hues of a sunset, the views from your private balcony are nothing short of breathtaking.

Spacious Staterooms

Relax in the most spacious staterooms in the small ship cruise industry. Each room is thoughtfully designed to blend comfort and style, featuring full-size furnishings, modern amenities, generous living space, and a furnished private balcony perfect for enjoying uninterrupted views of New England’s coastal landscapes. Whether you’re cruising past historic harbors and lighthouses or taking in the crisp ocean air, your stateroom offers a comfortable and elevated onboard experience.

New England Cruises FAQs

What do I wear on a New England cruise?

The best strategy for packing for your New England cruise is layers. Heavier layers are needed for spring and fall cruises which are generally warmer throughout the day and can be chilly in the early morning and into the evening. For cruises between late June and early September, temperatures are ideal, varying slightly depending on where you are along the coast. In the summer, you can pack lighter clothing but don’t forget at least one pair of long pants and a jacket or sweater.

Learn More About What to Wear on a New England Cruise

When is the best time for a New England coastal cruise?

The best time of year to cruise to New England depends on whether you prefer warmer weather or more colorful landscapes. Perhaps one of the most popular times for cruising New England is in September and October, when the fiery hues of fall foliage are in full display.

Spring is a pleasant season for walking tours and visiting attractions without the crowds. Nature lovers will love viewing the wildflowers that burst to life across the region, ideal for exploring the area’s many gardens and national parks.

Mid-June through August is warmer with sunny weather perfect for relaxing on the sun deck or partaking in a lobsterbake. Outdoor activities are in full swing with a variety of enjoyable excursions available, such as kayaking, chartering a fishing boat, or exploring the sand dunes of the Cape Cod National Seashore.

Learn More About the Best Time to Cruise New England

What are the best New England cruise itineraries?

The best New England cruise itineraries include a mix of coastal towns, historic cities, and scenic waterways. Popular options include the New England Explorer Cruise, Maine Coast & Harbors Cruise, and New England Islands Cruise, which visit destinations like Boston, Portland, Bar Harbor, and Martha’s Vineyard. For seasonal travel, New England Fall Foliage Cruises and Hudson River Fall Foliage Cruises are especially popular for their vibrant autumn views.

How long are New England cruises?

New England cruises typically range from 9 to 16 days, depending on the itinerary. Shorter cruises focus on coastal highlights, while longer itineraries, such as Grand New England Cruises, provide a more in-depth exploration of the region.

What destinations are included in New England cruises?

New England cruises visit a variety of iconic destinations, including Boston, MA; Portland, ME; Bar Harbor, ME; Martha’s Vineyard, MA; and Newport, RI. Some itineraries also include scenic cruising along the Hudson River, with routes between New York City and Albany, NY.