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New England- Newport to Nantucket Itinerary

Charter Yachts Sample Itinerary

Please see below a Sample New England Newport, RI to Nantucket, MA Itinerary. This itinerary shows highlights of attractions and activities available on your yacht charter. You may customize your trip to match your preferences. Contact Us for personal service and knowledge of this New England charter itinerary.


New England Sample Itinerary

Newport, RI to Nantucket, MA

Vanderbilt Estate "The Breakers"- Newport, RI
The Breakers- Newport



Day 1, Newport / Cuttyhunk - Welcome aboard. As soon as you are settled in we will depart Newport for Cuttyhunk Island. Leaving Newport Harbor is always exciting. Newport has the distinction of being the Sailing capitol of the East coast and was home to the America's Cup for 126 years, the longest winning streak in sports history. Today the harbor is filled with both modern and classic sailing vessels. Departing Newport we will pass some of the famous Newport mansions including the Vanderbilt estate "The Breakers". Leaving the confines of the Providence river we will be cruising through the top half of Block Island Sound into Buzzards Bay and anchoring in a quiet little harbor off the only town on the island of Cuttyhunk.

Cuttyhunk Island
Cuttyhunk Island


Cuttyhunk is the western most Island in the Elizabethan Island chain off Cape Cod. After we have anchored; local seafood is served fresh from the ocean via the Raw Bar Boat! The Raw Bar Boat comes alongside and provides fresh Cuttyhunk Oysters and Clams, along with crab spread and hot clam chowder. This small island is fun to explore and provides good shelter for water sports and a spectacular spot to watch the sunset.

Edgartown Lighthouse
Edgartown Lighthouse


Day 2-3, Cutty Hunk / Woods Hole / Vineyard Haven / Edgartown - Sometime in the Morning we will weigh anchor and head to Martha's Vineyard via a very scenic cruise up the North side of the Elizabethan Islands and through Woods Hole passage. By Lunch Time we can be in Martha's Vineyard. Two great places to visit are Vineyard Haven or Edgartown both towns offer great shopping and fine dining. Private tours can be arranged or its fun just to go exploring on your own. There are many fine art galleries, scenic walks and fun night life. The "Vineyard" is home to many famous celebrities and political figures

Martha's Vineyard, MA
Marthas Vineyard, MA


Day 4-5, Martha's Vineyard / Nantucket - There is a fantastic French bakery in Edgartown, so its fresh croissants, muffins and your favorite newspaper will wake up to on our way to Nantucket. The usual route to Nantucket is through the middle of Nantucket sound which is long, boring and usually foggy. We will be taking the southernmost route, only reserved for the most skilled mariner or anybody that bothers to read the chart, this unmarked channel is the route that the whaling ships used to take and one which Nantucket's modern fishing fleet uses today. This route takes us within one mile of Nantucket's northern shore where we will see seals, sharks and possibly a whale. We will break for lunch and some fishing at my secret fishing spot, hopefully we will catch dinner, if not I know a great fish market on the Island.

Nantucket is also the name of the main town on Nantucket and where we will be tying up. The Nantucket boat basin is one of the best docks in New England. All the best shops, restaurants and night life are within walking distance. Like Martha's Vineyard, a private tour of the Island can be arranged. Nantucket Island at one time was one of the premier whaling ports in the world. The cobble stone streets made from the ballast of ships and the quaint Captains homes are an ever present reminder of Nantucket's maritime heritage.

Nantucket Harbor Front
Nantucket Harbor Front


Day 6, Nantucket or? - Your last day onboard is up to you if Nantucket is too good to leave or you want to go back to Martha's Vineyard than that's what we will do. If you didn't get a chance to see Newport then we could depart Nantucket at 4am for a lunch time arrival in Newport. Newport like all our destinations has something for everybody. Where ever we are we will end the week with a fabulous surprise.

Newport Harbor
Newport Harbor


Contact Us for more information for this New England itinerary and to book your vacation yacht.

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