Newport,,Rhode,Island,-,May,15,,2023:,Newport,Cliff,Walk

6 Days in New England

From historic harbours and island villages to sandy beaches and classic coastal cruising, discover one of America’s most refined summer yacht charter routes.

Itinerary Overview

This New England yacht charter itinerary combines some of the region’s most celebrated cruising grounds into a relaxed and elegant coastal journey. Beginning and ending in Newport, the route includes Block Island, Martha’s Vineyard, Nantucket, and the Elizabeth Islands, offering a rewarding mix of harbour towns, beaches, anchorages, and classic New England scenery.

With manageable cruising distances and a varied island-to-island flow, the itinerary suits families, couples, and groups of friends looking for a summer charter with culture, dining, swimming, and time ashore. The journey balances polished waterfront destinations with quieter anchorages, creating a flexible route that feels both sophisticated and easygoing.

  • Day 1-Newport
  • Day 2-Block Island
  • Day 3-Edgartown, Martha’s Vineyard
  • Day 4-Nantucket
  • Day 5-Cuttyhunk, Elizabeth Islands
  • Day 6-Newport
Adirondack,Chairs,On,Cliff,Overlooking,The,Water,Narragansett,Bay,At

location_on Embarkation Point – 0 Nautical Miles

Newport

Historic Harbour and Embarkation

Begin your charter in Newport, one of New England’s most iconic yachting destinations. Guests board the yacht, settle into their cabins, and enjoy time along the waterfront before the journey begins.

Spend the afternoon exploring Newport’s harbour, historic streets, boutiques, and restaurants, or remain onboard for a relaxed first evening at the marina. With its strong sailing heritage and elegant coastal atmosphere, Newport sets the tone for the itinerary ahead.

Wooden,Staircase,Leading,Down,To,The,Beach,At,Mohegan,Bluffs,

location_on 25 Nautical Miles

Block Island

Beaches, Anchorages, and Island Ease

Cruise south to Block Island, a relaxed island destination known for beaches, coastal scenery, and a slower summer rhythm. Upon arrival, guests can anchor or moor near Great Salt Pond, a popular base for exploring the island by tender.

The day can be spent swimming, paddleboarding, kayaking, or heading ashore for beach walks and casual waterfront dining. Block Island offers an easygoing contrast to Newport, with open water views and a distinctly classic New England feel.

Aquinnah,Clifffs,Overlook,And,Gay,Head,Light,During,Summer,At

location_on 45 Nautical Miles

Edgartown, Martha’s Vineyard

Elegant Village Life and Harbour Views

Continue towards Martha’s Vineyard and arrive in Edgartown, one of the island’s most picturesque harbour towns. Known for its historic architecture, refined village atmosphere, beaches, and boutique shopping, Edgartown is a rewarding stop both by land and sea.

Guests can spend the afternoon exploring ashore, visiting nearby beaches, or enjoying the harbour from the yacht. In the evening, dine at a waterfront restaurant before returning onboard for a peaceful night in one of New England’s most recognisable summer destinations.

The,Entrance,Of,Nantucket,,Massachusetts.

location_on 25 Nautical Miles

Nantucket

Timeless Island Style and Coastal Charm

Cruise east to Nantucket, an elegant island destination known for its beaches, cobbled streets, historic character, and polished summer atmosphere. Arrival by yacht offers a memorable approach, with classic harbour views and easy access to the town.

Spend the day exploring Nantucket’s shops, galleries, beaches, and restaurants, or enjoy a relaxed afternoon onboard. The island is ideal for guests who want a blend of culture, coastal scenery, and refined New England lifestyle.

Cuttyhunk,Harbor,In,Late,Summer,Light

location_on 45 Nautical Miles

Cuttyhunk, Elizabeth Islands

Secluded Cruising and Quiet Anchorages

Depart Nantucket and cruise towards Cuttyhunk, part of the Elizabeth Islands and one of the itinerary’s most peaceful stops. This longer passage brings guests back west through classic New England waters, with time to enjoy the rhythm of cruising and the scenery from onboard.

Upon arrival, guests can swim, enjoy watersports, explore by tender, or relax at anchor in a quiet natural setting. Cuttyhunk offers a secluded and understated final island stop, giving the itinerary a calm finish before the return to Newport.

Newport,Harbor,Aerial,View,In,Narragansett,Bay,,City,Of,Newport,

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Newport

Return Cruise and Disembarkation

Enjoy a final morning cruise back towards Newport, taking in the coastline and harbour approaches before returning to port. Depending on timing, guests may enjoy breakfast onboard, a last swim stop, or a relaxed passage back across the water.

Disembarkation takes place in Newport at the end of the charter. Guests leave with a complete New England cruising experience, shaped by historic harbours, island towns, beaches, anchorages, and classic summer scenery.

Charter Yachts for This Itinerary

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