Cruises from Boston, Massachusetts
As one of the primary gateways to New England's historic character and coastal scenery, Flynn Cruiseport Boston provides an ideal and accessible starting point for cruises. Located in the vibrant Seaport District, the port is only minutes away from Logan International Airport and major highways, offering smooth pre-cruise connections. Major cruise lines, including Norwegian, Royal Caribbean, Holland America, Princess, and Celebrity, depart from this hub with classic itineraries such as Canada and New England cruises, Boston to Bermuda sailings, and other popular routes. Flynn Cruiseport Boston's modern facilities provide a comfortable and efficient start to your journey at sea.
A key advantage of Boston cruises is the chance to explore a city rich in history and culture before departure. The port's waterfront location places iconic landmarks within easy reach. The Freedom Trail, a 2.5-mile path linking 16 Revolutionary War sites, and the historic shops and eateries of Faneuil Hall Marketplace are both nearby. Those with more time can visit Fenway Park, the USS Constitution, or the distinctive neighborhoods of the North End and Beacon Hill. From world-class museums to tranquil public gardens, Boston delivers an impressive collection of experiences that perfectly complements any cruise itinerary.
Popular Cruises From Boston
Find Cruises out of Boston in 2025 & 2026Search Boston Cruises by Month:
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All Sailings By Month | $949 | $779 | $889 | $1,229 | $929 | $919 | $959 | $919 | $1,259 | $1,139 | $1,259 | $1,309 | $1,139 | $1,089 | $979 | $6,350 | $6,350 | $7,415 | view sailings | view sailings | ||||||||||||||||
| Arctic | $8,949 | $9,214 | ||||||||||||||||||||||||||||||||||
| Bermuda | $949 | $899 | $1,219 | $1,289 | $1,059 | $959 | $919 | $1,259 | $1,139 | $1,259 | $1,309 | $1,309 | $1,069 | |||||||||||||||||||||||
| Canada / New England | $779 | $889 | $1,229 | $929 | $919 | $989 | $1,948 | $6,350 | $1,729 | $1,814 | $1,139 | $1,089 | $1,089 | $6,350 | $6,350 | $7,415 | view sailings | view sailings | ||||||||||||||||||
| Caribbean | $1,075 | $1,909 | $979 |
Top Cruise Destinations From Boston
Cruises from Boston to Canada and New England showcase a coastline steeped in maritime history and dramatic scenery. Along the way, the itinerary includes bustling port cities and picturesque seaside towns such as Bar Harbor, Halifax, Saint John, and Quebec City. This route is especially popular in autumn, when colorful foliage frames lighthouses, rocky shores, and historic streets, offering a distinctive perspective on the Northeast.
View Canada & New England CruisesBermuda cruises from Boston blend easy access with an island atmosphere, famous for soft-pink beaches, turquoise waters, and British-inspired charm. Ships typically dock at the Royal Naval Dockyard, which gives visitors plenty of time to discover Hamilton's vibrant waterfront, explore Crystal Caves, or stroll through historic St. George's. With a perfect combination of natural beauty and refined culture, Bermuda remains one of Boston's most sought-after cruise destinations.
View Bermuda Cruises
Longer sailings from Boston to the Caribbean offer a seamless transition from New England to tropical destinations. These itineraries often call at islands such as the Bahamas, Puerto Rico, or the Eastern Caribbean, combining sea days with stops in sunny ports. The combination of Boston's historic setting and warm-weather destinations creates an appealing option for travelers seeking a change of scenery.
View Caribbean CruisesThings To Do And See In Boston
Stretching for 2.5 miles through the heart of Boston, the Freedom Trail connects 16 sites central to the American Revolution, including Boston Common, the Old North Church, and Paul Revere's House. Following the brick-lined path reveals churches, meeting halls, and preserved landmarks that shaped the nation's early history. Its proximity to Flynn Cruiseport Boston makes it a practical and memorable way to experience the city's heritage before or after a sailing.
Dating back to 1742, Faneuil Hall Marketplace remains one of Boston's most iconic gathering spots. The historic halls and surrounding cobblestone plazas now feature a lively mix of boutiques, local artisans, and Quincy Market's bustling indoor food hall. Visitors can taste classic New England flavors, shop for unique items, and watch street performers against a backdrop of centuries-old architecture. Located a short distance from the port, it provides an authentic glimpse into Boston's evolving character.
Set directly on the waterfront, the Boston Tea Party Ships & Museum recreates the pivotal 1773 protest that helped ignite the American Revolution. Visitors can step aboard authentically restored vessels, toss tea into the harbor, and explore multimedia exhibits and original artifacts. Costumed interpreters and interactive displays bring this historic event to life. Just minutes from Flynn Cruiseport Boston, the museum adds depth and context to any visit to the city.
Positioned right outside Flynn Cruiseport Boston, the Seaport District highlights the city's modern side with striking architecture, harborside restaurants, and a thriving arts scene. Its pedestrian-friendly Harborwalk weaves along the waterfront, offering scenic views of Boston Harbor and public art installations. Cafes, galleries, and green spaces create a lively yet relaxed atmosphere for exploring. This district is an ideal stop to enjoy contemporary Boston before setting off on a cruise journey.
Boston Shore Excursions
Cruises From Boston FAQs
Flynn Cruiseport Boston is located at 1 Black Falcon Avenue, Boston, MA 02210 in the Seaport District. It's about 3 miles from Logan International Airport and close to major highways. Visitors can arrive by taxi, rideshare, hotel shuttle, or MBTA's Silver Line (SL1 to Silver Line Way, transfer to SL2 Dry Dock Avenue). The terminal's location is easy to reach by car or public transit from downtown Boston and the surrounding areas.
Flynn Cruiseport Boston typically opens for security screening and check-in around 10:30 a.m. Boarding generally begins around noon, though exact times vary by cruise line. Arriving early helps avoid crowds and ensures a smooth check-in. Passengers are advised to check their cruise documents for precise boarding instructions and to allow extra time for security procedures.
There is no parking directly at the terminal itself. However, several nearby garages and lots serve cruise passengers and may offer shuttles to the port. It's recommended to reserve parking ahead of time, especially during peak season. Drop-off and pick-up zones are available at the terminal entrance for quick loading and unloading.
Flynn Cruiseport Boston offers a designated "cell phone lot" at 22 Fid Kennedy Avenue, where drivers can wait at no charge. This area is convenient for meeting arriving passengers without circling the terminal. Once the party calls or texts, drivers can head to the main entrance for pickup. This system helps keep traffic flowing and minimizes congestion around the port.
Flynn Cruiseport Boston does not provide luggage storage facilities. Travelers should plan to bring all bags directly into the terminal at boarding time. For those arriving early or leaving late, storing luggage at a nearby hotel may be an option. Some hotels in the Seaport District offer short-term luggage storage for guests.
Yes, several hotels are within minutes of the cruise terminal, making it easy to stay nearby before or after sailing. Popular options include the Westin Boston Seaport District, Renaissance Boston Waterfront Hotel, and Hyatt Place Boston/Seaport District. Booking early is recommended, especially during peak cruising months. Staying close also helps reduce pre-cruise travel stress.
Cruises from Boston sail to a range of destinations, including Bermuda, Canada, and New England ports like Halifax and Bar Harbor, and occasionally Greenland, Iceland, or Caribbean repositioning routes. Most sailings happen from spring through fall, with autumn itineraries especially popular for fall foliage views.
The cruise season at Flynn Cruiseport Boston typically runs from March through November, with peak departures from late spring through early fall. This schedule aligns with favorable weather conditions in the Northeast and North Atlantic. Fall foliage cruises are especially in demand from September through October. Outside these months, only occasional repositioning or specialty sailings operate.
The Seaport District and downtown Boston offer plenty to explore within minutes of Flynn Cruiseport. Visitors can walk the Freedom Trail, explore the Boston Tea Party Ships & Museum, or shop and dine at Faneuil Hall Marketplace. Lined with waterfront restaurants, public art, and green spaces, the nearby Harborwalk and Seaport District set the scene for discovering Boston before or after a cruise.
Yes, the Seaport District is filled with restaurants, cafes, and retail spots just a short walk or ride from the port. Dining options range from fresh seafood and casual eateries to upscale restaurants with harbor views. There are also small markets and convenience stores for last-minute travel essentials.
