Massachusetts Cruise from Boston — 9 Days

Boston, USA

Boston rewards visitors who like their history close at hand and their cities easy to explore. From the waterfront, follow the Freedom Trail to landmarks of the American Revolution, including Faneuil Hall. Beacon Hill’s brick streets, the Public Garden and North End cafés reveal distinct sides of the city. Make time for harbor views and New England seafood; Boston’s pleasures are as tangible as its past. Its museums and universities give the compact city a lively, modern edge.

Cape Cod Canal, USA

Transit the Cape Cod Canal and watch New England’s coast redraw itself. This 17.4-mile waterway cuts across Cape Cod’s narrow neck. It links Cape Cod Bay with Buzzards Bay, avoiding the longer route around the peninsula. Opened in 1914, it remains one of the region’s defining engineering works. From the deck, look for the Bourne and Sagamore bridges, shore paths, and tidal currents that shape every passage.

• Land Tour (Land Tour)

Provincetown MA, USA

At Cape Cod’s outermost tip, Provincetown rewards a leisurely day ashore with sea air, history and a lively main street. Climb the Pilgrim Monument for a sweeping view, then explore Commercial Street’s galleries, cafés and independent shops. Whale-watching boats leave the harbor for waters frequented by humpbacks, while nearby dunes offer a quieter side of the Cape. Allow time for seafood and the town’s Portuguese-influenced culture; Provincetown is best enjoyed without rushing.

Plymouth MA, USA

Plymouth rewards visitors who look beyond the famous rock to a town shaped by sea and history. At Plimoth Patuxet Museums, recreated seventeenth-century settings and Wampanoag-led interpretation offer a fuller account of colonial beginnings. On the waterfront, Mayflower II recalls the 1620 voyage, while nearby streets lead to independent shops and harbor views. Allow time for Burial Hill and the town’s seafood restaurants; Plymouth’s compact center makes an easy day ashore.

Cape Cod Canal, USA

Transit the Cape Cod Canal and watch New England’s coast redraw itself. This 17.4-mile waterway cuts across Cape Cod’s narrow neck. It links Cape Cod Bay with Buzzards Bay, avoiding the longer route around the peninsula. Opened in 1914, it remains one of the region’s defining engineering works. From the deck, look for the Bourne and Sagamore bridges, shore paths, and tidal currents that shape every passage.

• Massachusetts Maritime Academy (Ask Travel Agent)

Newport RI, USA

Newport rewards visitors who look beyond its famous mansions. This Rhode Island harbor town pairs Gilded Age grandeur with working waterfronts, historic lanes and Atlantic views. Tour The Breakers, the Vanderbilt summer home, then follow the Cliff Walk past oceanfront estates and crashing surf. Downtown, independent shops and seafood restaurants line streets shaped by centuries of seafaring trade. Allow time for a harbor sail or a visit to Fort Adams, where the coastline opens wide.

Martha's Vineyard Island, USA

Martha’s Vineyard is more than a summer address. Its six distinct towns are reached by ferry from mainland Massachusetts. In Edgartown, white Greek Revival houses recall the whaling era. Oak Bluffs adds painted gingerbread cottages and a lively harborfront. On the western shore, Aquinnah’s clay cliffs frame broad Atlantic views. Make room for fresh seafood, independent shops, and the island’s easy pace.

New Bedford MA, USA

New Bedford pairs a working waterfront with one of America’s richest whaling histories. At the New Bedford Whaling Museum, ship models, scrimshaw and a full-scale whale skeleton bring that story close. Walk the cobbled streets of New Bedford Whaling National Historical Park, then step inside the Seamen’s Bethel. Portuguese flavors and the city’s busy fishing fleet make this a port with life beyond its historic landmarks.

Cape Cod Canal, USA

Transit the Cape Cod Canal and watch New England’s coast redraw itself. This 17.4-mile waterway cuts across Cape Cod’s narrow neck. It links Cape Cod Bay with Buzzards Bay, avoiding the longer route around the peninsula. Opened in 1914, it remains one of the region’s defining engineering works. From the deck, look for the Bourne and Sagamore bridges, shore paths, and tidal currents that shape every passage.

Boston, USA

Boston rewards visitors who like their history close at hand and their cities easy to explore. From the waterfront, follow the Freedom Trail to landmarks of the American Revolution, including Faneuil Hall. Beacon Hill’s brick streets, the Public Garden and North End cafés reveal distinct sides of the city. Make time for harbor views and New England seafood; Boston’s pleasures are as tangible as its past. Its museums and universities give the compact city a lively, modern edge.