YACHTING ITINERARIES
Southern New England Yacht Charter Itinerary
Embark on a luxury Southern New England Yacht Charter Itinerary, where maritime heritage meets coastal elegance. From the sailing capital of Newport to the charming islands of Martha’s Vineyard and Nantucket, this journey takes you through historic seaports, scenic coastlines, and vibrant cultural hubs. Experience classic New England, from grand mansions and cobblestone streets to fresh seafood and breathtaking coastal views.
Southern New England Yacht Charter Itinerary
Luxury Yacht Charter Itinerary: Explore North America
Each yacht charter itinerary is custom created to suit your unique preferences and desires for every trip. Whether you want to linger an extra day in a favorite location, adapt to weather changes, or follow your captain’s recommendation to explore a hidden cove, the beauty of a yacht charter is the freedom to live in the moment. Revel in the joy of spontaneity, savor the now, and enjoy the luxury of tailoring every experience to your liking.
This itinerary is just a suggestion—our team looks forward to crafting a personalized journey for your next unforgettable adventure.
A Journey Through New England’s Coastal Gems
New England’s coast is steeped in history, tradition, and natural beauty. With iconic lighthouses marking every harbor entrance, the region offers a perfect blend of adventure and relaxation. Enjoy a lobster bake on the beach, explore historic whaling villages, cycle through charming seaside towns, and discover Boston’s rich Revolutionary War past. Whether you seek maritime history, world-class cuisine, or picturesque anchorages, this itinerary provides an unforgettable escape into the heart of New England.
Day 1: Newport – The Sailing Capital of the World
Begin your journey in Newport, Rhode Island, a legendary yachting destination. Stroll along Bannister’s Wharf, admire the historic waterfront, and enjoy a classic New England dinner. For a touch of history, visit Trinity Church or tour the famed Gilded Age mansions, such as The Breakers, before settling in for a scenic overnight stay.
Day 2: Martha’s Vineyard – A Timeless Island Retreat
Cruise to Martha’s Vineyard, a beloved summer escape for the elite. Enjoy a bike ride along narrow coastal lanes, explore charming towns like Edgartown, and relax on sandy beaches. Indulge in a bowl of chowder at the iconic Black Dog Tavern before spending the evening enjoying the island’s laid-back atmosphere.
Day 3: Nantucket – The Gray Lady’s Coastal Elegance
Sail to Nantucket, known for its rose-covered cottages and rich maritime history. Wander cobblestone streets lined with boutiques, visit the Whaling Museum, and admire historic lightship baskets. Enjoy a seafood feast at the White Elephant Hotel’s Brant Point Grill with a stunning harbor view.
Day 4: Exploring Nantucket’s Charm
Take the morning to visit secluded beaches, explore Siasconset’s bluff walk, or take in breathtaking ocean views. Browse local art galleries and specialty shops before an afternoon sail along the island’s dramatic coastline. End the day with a sunset cocktail on deck as the harbor lights reflect off the water.
Day 5: Provincetown – Art, Culture & Seaside Beauty
Cruise to Provincetown, located at the northern tip of Cape Cod. This vibrant artistic community is known for its eclectic charm, stunning sand dunes, and colorful galleries. Enjoy an evening lobster bake on the beach or dine at a waterfront restaurant while taking in the spectacular sunset over the Atlantic.
Day 6: Boston – A City Steeped in History
Arrive in Boston, a city where history and modern culture converge. Walk the Freedom Trail to see iconic sites like Paul Revere’s House and the Old North Church. Visit the bustling waterfront, explore Quincy Market, and enjoy a classic New England meal at the Union Oyster House, America’s oldest restaurant.
Day 7: Boston – Farewell to New England
Spend your final morning exploring the historic USS Constitution or taking in the scenic views of Boston Harbor. If time allows, catch a Red Sox game at Fenway Park before disembarking and heading home with unforgettable memories of your New England yacht charter.
Similar Charter Itineraries
OUR PICKS
The Best Yachts Available to Charter In North America
View yacht ASTERIA, available for charter
ASTERIA , yacht for charter
Worth Avenue Yachts offers an extensive selection of thousands of yachts available for charter worldwide. As yacht schedules change and new yachts enter the market, exclusive deals often emerge. For the most current and comprehensive list of available yachts in your desired area, we recommend contacting us directly. Below, you’ll find a small sample of the latest yachts available in the region.
Motor Yachts Available to Charter In North America
View yacht A PLACE IN THE SUN, available for charter
A PLACE IN THE SUN , yacht for charter
View yacht A SALT WEAPON, available for charter
A SALT WEAPON , yacht for charter
View yacht ACTA, available for charter
ACTA , yacht for charter
View yacht ADIOS, available for charter
ADIOS , yacht for charter
View yacht Afforded Leisure, available for charter
Afforded Leisure , yacht for charter
View yacht Andiamo, available for charter
Andiamo , yacht for charter
View yacht Aquanova, available for charter
Aquanova , yacht for charter
View yacht AS YOU WISH, available for charter
AS YOU WISH , yacht for charter
View yacht ASCENTE, available for charter
ASCENTE , yacht for charter
View yacht ASPEN ALTERNATIVE, available for charter
ASPEN ALTERNATIVE , yacht for charter
View yacht Azteca, available for charter
Azteca , yacht for charter
View yacht BACK 9 AND A HALF, available for charter
BACK 9 AND A HALF , yacht for charter
Worth Avenue Yachts provides unparalleled access to thousands of yachts worldwide, many of which are not listed on our website. Our charter experts are committed to staying ahead of the curve by attending industry events to gather exclusive insights. From the latest charter yachts and the most luxurious vessels to the finest crews in the market, our team ensures you have access to the best options for your unforgettable yachting experience.
Sailing Yachts Available to Charter In North America
View yacht ACHENAR, available for charter
ACHENAR , yacht for charter
View yacht BLACK PEARL, available for charter
BLACK PEARL , yacht for charter
View yacht EROS, available for charter
EROS , yacht for charter
View yacht NORTHERN STAR, available for charter
NORTHERN STAR , yacht for charter
View yacht TREE OF LIFE, available for charter
TREE OF LIFE , yacht for charter
View yacht WHISPER, available for charter
WHISPER , yacht for charter
Worth Avenue Yachts offers exclusive access to an extensive selection of luxury sailing yachts worldwide, many of which are not showcased on our website. Our charter experts actively attend global industry events to stay informed about the newest and most exquisite sailing yachts, as well as the finest crews available. Whether you're seeking a serene escape or an adventurous voyage, we provide unparalleled expertise to help craft your ideal sailing experience.
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Contact Us About Your Yacht Charter
Whether you’re envisioning a luxurious escape to the Mediterranean, an adventure in the South Pacific, or a serene getaway in the Caribbean, Worth Avenue Yachts is here to bring your vision to life. Our experienced charter specialists are ready to create a bespoke experience tailored to your preferences.
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Complete the form or contact us directly to start planning your perfect yacht charter. Our team will respond promptly to guide you through every detail, from choosing the right yacht to curating your ideal itinerary.
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