New England Luxury Motor Yacht Charter Itinerary

New England Luxury Yacht Charter
A lighthouse on Nantucket

A suggested luxury motor yacht charter itinerary to see the glories of southern New England

Newport, RI, Block Island, Nantucket, Martha's Vineyard, Cape Cod, Boston, Provincetown

Here is a sample luxury yacht itinerary to see the charms and hot spots of southern New England including Cape Cod, Nantucket and Newport RI. Please feel free to contact us if you would like further information on this or any other itinerary for a luxury yacht charter in New England.

Day 1 - Newport Rhode Island

Newport Rhode Island

Come aboard your yacht in Newport - the 'city by the sea”. Newport has a centuries old tradition of yachting and sailing, and is home to classic schooners, 12 meter America's Cup challengers and megayachts. If you can, plan your charter around the time of the legendary Newport Folk or Jazz Festivals - so you an listen to the music as it floats over the walls of Fort Adams while you’re anchored in the harbor.

Visit the mansions of the Vanderbilts and Astors and the International Tennis Hall of Fame, the Museum of Yachting. Then enjoy your first evening on board being pampered with attentive service on your luxury yacht.

Recommended Newport Restaurants: Castle Hill (for lunch, dinner or Sunday brunch), The Clarke House on Bannister's Wharf, White Horse Tavern

See our Newport RI Yacht Charter Guide and listing of Charter Yachts

DAY 2 - Block Island

After breakfast on deck, begin the day with a cruise through Newport Harbor out to Block Island, just 23 miles off the Rhode Island coast. Block island is funky, eclectic and relaxed. You will find no franchises or fast food outlets on Block Island, instead you will find well-preserved Victorian houses and understated New England architecture. This is the perfect stop to get to understand the timeless beauty, beaches, and historical seafaring culture that is New England. You can explore the island by bike, as there are several bike rental areas near the harbor.

Recommended Block Island Restaurants: Ballards, Beach Head, the Oar

DAY 3 and 4 - Nantucket

A nantucket light house

From Block Island, cruise to the historic whaling island of Nantucket, now the playground of billionaires. Nantucket, covered with dunes, sea grass and weathered cedar shingled houses, is picturesque, charming and quietly elegant. You can tour the Whaling Museum which chronicles importance of Nantucket as the capital of the U.S. whaling industry in the 18th and 19th centuries. You might want to take the yacht’s dinghy take you to explore the inner harbor or over to the Wauwinet Inn for a drink on the veranda.

You’ll want to spend two nights in Nantucket as there is so much to do: you can visit the Cranberry Bogs, stroll the cobblestone streets or bike along the sandy beaches. Don’t miss an evening cocktail at the famous Club Car, a Pullman coach which sits at the site of the former train station.

Recommended Nantucket Restaurants: Company of the Cauldron, Galley Beach, Straight Wharf, Òran Mór, Club Car

DAY 5 - Martha's Vineyard

Gay Head Marthas Vineyard

It’s a short sail from Nantucket to Edgartown, Martha’s Vineyard - the storied island just south of the Cape that several presidents, including Kennedy, Clinton, Obama and Roosevelt, as well as celebrities, artists and writers have vacationed on for years.

Edgartown is the oldest and wealthiest town on "the Vineyard". Yachts belonging to the rich and famous are moored here during the season, making for an impressive waterfront.

Edgartown has a picturesque lighthouse entrance, charming town and nearby sandy beach. Tour the island, do a little hiking, explore the galleries and shops - the Vineyard has it's own, timeless, decidedly "preppy" culture.

The Vineyard beaches are excellent - you can take the "Chappy Ferry" across to Chappaquidic Island, or you can venture further to Gay Head to see the colorful, sandy cliffs above a perfect sandy beach. There is good fishing for flounder in the Sound so make sure you drop a line. You may also want to play a round of golf at Farm Neck Golf Club, Presidents Clinton and Obama found the time!

Recommended Edgartown Restaurants: Alchemy, Chesca's

DAY 6 - Boston

The Swan Boats in Boston Garden

This is a fun cruising day, gliding past the Elizabeth Islands and then motoring through the Cape Cod Canal to Boston for a cruise into Boston Harbor. Tie up for the night and choose from an unlimited list of things to do including the Boston Aquarium, USS Constitution, Freedom Trail, Boston Commons, Fanueil Hall or riding the Swan Boats in the Gardens. A luxury yacht charter in Boston also offers you Irish Pubs, great Italian Food, and all types of Sea Food.

Recommended Restaurants: LTK Bar and Kitchen, East Coast Grill, Craigie on Main, Clio (French), Toro (Spanish), Abe and Louie's (steakhouse) Oleana (voted most romantic restaurant), B&G Oysters (voted best seafood in Boston), No. 9 Park

DAY 7 - Provincetown, Cape Cod

From Boston, cruise over to the tip of Cape Cod to visit funky and picturesque Provincetown. Provincetown is known as the epicenter of the Massachusetts summer Gay Community, but there is plenty to do for everyone and all feel welcome.

Spend the afternoon and evening in galleries, or just people watching on Commercial Street while enjoying an ice cream cone. P'Town, as it's known, is vibrant at all hours of the day, and offers the summer vacationer everything from excellent cuisine to theatre to amazing sandy dune beaches.

Our Top Newport RI Charter Yachts

Recommend Provincetown Restaurants: Ciro & Sal's, The Mews Restaurant & Cafe, The Red Inn

Recommendations from Marilyn D on our Facebook page (Boatbookings Facebook): Ptown activities come to mind: dune tours through the national seashore - see where some famous writers/artists did their work; the first east coast whale watch cruises (I hear they have been really great lately, lots of whales); the Pilgrim's first landing in Provincetown see the monument up close (its connection to Siena, Italy)....also the monument is celebrating 100 years.

I think Front Street would be a good addition to the restaurant list..always excellent food and charming spot..and very close to downtown. Victor's is a nice spot and everyone seems to love it. I think they offer small plates too so folks can try variety. While I am not a huge fan of it, Napi's has a loyal following. And of course for the best blueberry muffins in the world, The Lighthouse in Wellfleet!

DAY 8 - Return to Newport

After breakfast, it’s back to Newport. There’s plenty to do in Newport before ending your yachting vacation in New England.

If you would like to schedule a charter to see the above sights, please contact us! Several of us on the Boatbookings staff were raised in New England, have frequented often all of the destinations on this itinerary, and have a deep love for the region which we hope you'll come to share. We're looking forward to helping you on your first, or next, New England Luxury Yacht Charter.

For further information, click on the buttons below:

Our New England Luxury Charter Yachts

Contact Us for a New England Charter Proposal

More information: Nantucket Yacht Charter Guide | Martha's Vineyard Yacht Charter Guide | New England Yacht Charter Guide | Super and Luxury Yacht Charter

This website uses cookies --- I understand and accept