New England: Newport to Portland Charter Itinerary

New England: Newport to Portland Itinerary

New England: Newport to Portland Yacht Charter
A week up the classic New England coast, from the yachting mecca of Newport to the ornate mansions of Portland, Maine, by way of storied islands and historic harbours. This is the birthplace of American sailing, gingerbread cottages and whaling towns, clam shacks and clapboard lighthouses. Expect Gilded Age grandeur and cobbled island streets, a nostalgic and beautiful late-summer voyage.

Every route we shape is a starting point, not a fixed schedule. Stay a second day where the light is right, move with the weather, or follow a captain to a quieter anchorage. What follows is one considered way to read it; the rest we tailor to you.
Day 1

Newport

Begin in Newport, the ideal place to start a New England charter, a hub of the American yachting scene. Tour the Gilded Age mansions, wander the harbour, then set sail for a first evening at anchor.
Day 2

Edgartown

Cruise to Edgartown, Martha’s Vineyard’s first colonial settlement and one of New England’s most elegant towns. Wander the white-clapboard streets, swim from a nearby beach, and anchor in the harbour.
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Day 3

Nantucket

Travel on to Nantucket, beautifully preserved as it looked in the nineteenth century, its cobbled streets and grey-shingled houses intact. Wander the town, swim from a golden beach, and dine on seafood.
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Day 4

Cape Cod

Cruise to Cape Cod, with its many faces from fishing villages to genteel towns. Sail to the lively harbour of Provincetown, climb the Pilgrim Monument for the view, and anchor off the dunes.
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Day 5

Boston

Arrive in historic Boston and relax on the waterfront or explore the city’s attractions. Walk the Freedom Trail past Revolutionary landmarks, sample the seafood, and return aboard for the night.
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Day 6

Kennebunkport

Cruise the blue waters off Portsmouth, New Hampshire, as you make your way north to Maine and pretty Kennebunkport. Lunch aboard, explore the harbour town, and anchor in a quiet cove.
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Day 7

Portland

The voyage ends at Portland, the largest city in Maine, which enchants with its ornate mansions and ocean views. Explore the old port, feast on lobster, and toast a week up the New England coast.
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New England: Newport to Portland Yacht Charter Enquire

Enquire about chartering in New England: Newport to Portland to receive current yacht availability, seasonal guidance and expert insight into the cruising areas, anchorages and experiences that best fit your preferred style of charter, creating a clearer route to the right itinerary.