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Nantucket Sound

Newport - Martha's Vineyard - Cuttyhunk - Nantucket

Welcome friends - Newport, Rhode Island is one of the global centers for sailing with a maritime heritage unmatched by many. Sailing Collective Travel Co. looks to our backyard to create memorable sailing voyages and we’re excited to announce the latest in our journey: The Newport to Martha’s Vineyard Expedition

There will be the sea - there will be lobsters - there will be oysters - there will be nature and there will be paradise. We’ll enjoy local restaurants at the mariners wharf and drop anchor in secluded coves to jump off our sailboat and enjoy the seas. The white sand beaches of Martha’s Vineyard will be a highlight along with so many more opportunities to feel free.

Catamaran and monohull sailing charters are available from mid-June through mid-September with July and August the best months to enjoy a 5 or 7-night sailing voyage. Vessels are limited in this region and because of the high demand, we recommend booking 12 - 8 months in advance.

Bareboat & crewed charters are available -

Location

Nantucket Sound & Cape Cod
United States

Season

Mid-Summer

Itinerary

Day 1: Enjoy a beautiful evening at the docks in the center of downtown Newport located at Christie’s Landing. Walk from the boat to the restaurants on Thames Street which is the central hub for seaside restaurants and nightlife in Newport.

Day 2: Set sail from Newport early morning bound for Menemsha, Martha’s Vineyard, and anchor off the seaside town where the movie Jaws was filmed. This is a quiet lowkey fishing village offering a look into the relaxed culture on Martha’s Vineyard. There is plentiful fresh seafood alongside stunning white sand beaches home to dunes along the waterfront.

Day 3: Make the passage through Vineyard Sound towards the famous island of Nantucket where we spend a night at anchor and explore the historic homes and towns on the island. We’ll enjoy fresh oysters and explore the vibrant and exclusive seaside communities on the island.

Day 4: We’ll sail back to Martha’s Vineyard and spend a day in the main town of Oak Bluff on the island. There are shops and restaurants that line the old seaside town where we will explore and adventure.

Day 5: Sailing west towards mainland, we’ll sail to the quiet island of Cuttyhunk Island which is the outermost island of the Elizabeth Islands. This small island has plenty of adventures with rocky beaches lined with modest summer homes.

Day 6: Sailing back towards Newport, we’ll explore Jamestown on Conacicut Island, the second largest island in Narragansett Bay. This island captures a rustic style with much to explore throughout this sleepy seaside island. There are a variety of restaurants and bars to explore with some fantastic beaches to enjoy as well.

A one-week voyage starting from NEWPORT will circumnavigate the south coast of Cape Code exploring the marvelous islands of Nantucket, Martha's Vineyard, Cuttyhunk, and the Buzzards Bay Coast.

Alternative itineraries with a NEWPORT port of call:

[a] Block Island, Fishers Island, Montauk, Mystic (7-days)

[b] Buzzards Bay, Cape Code Bay, Providence Town, Playmouth, Gloucester, Falmouth (7-days, 10-days to include Nantucket and Martha's Vineyard)

[c] Newport to Casco Bay, Maine roundtrip (13-days)

The weather & itinerary is dictated on the weather and may vary based on your captain's decision. Safety is our top priority and inclement weather can interfere with sailing to Nantucket.

Area Guide

Welcome to Newport, Rhode Island

Considered the heart and soul of American sailing, Newport stands proudly among the world’s premier yachting destinations. With a storied maritime legacy, serene coastal breezes, and deep ties to the iconic America’s Cup, this historic port town is a natural home for sailors from around the globe.

Newport’s location offers effortless access to quintessential New England escapes—Martha’s Vineyard, Nantucket, and Cape Cod—each offering a distinct flavor of culture, cuisine, and calm that perfectly complements any sailing itinerary.

TOP THINGS TO DO IN NEWPORT

1. Cliff Walk Newport’s famed 3.5-mile Cliff Walk blends natural beauty with architectural grandeur. Gaze out over the endless Atlantic on one side, while the other side reveals opulent Gilded Age mansions—serene and spectacular in equal measure.

2. Newport Historic District Step into history along Bellevue Avenue, home to some of America’s most iconic 19th-century mansions and elegant estates.

3. Thames Street & Broadway Newport’s cultural heartbeat. Discover artisan shops, cozy cafes, fresh seafood joints, and even a steaming bowl of ramen. After dark, the area transforms into a lively nightlife hub.

4. Paddleboarding in Jamestown Glide along the calm waters around Conanicut Marina—perfect for a peaceful paddle or sunrise workout.

5. Surfing at Sachuest Beach Catch a wave at this scenic, beginner-friendly beach just a short drive from downtown Newport.

6. Mansion-Hopping Tour a dozen of the best-preserved mansions in the United States along Bellevue and Ocean Avenues—immersing yourself in the glamour of the 1800s.

7. Bowen’s Wharf & Thames Street Shopping Stroll the cobblestone streets lined with local boutiques and classic New England charm

TRAVEL & LOGISTICS

Currency: USD Voltage: 110 V (standard U.S. outlets) Dialing Code: +1 (U.S. country code)

Internet: Mobile phones generally work well, but check your roaming plan. Free or paid Wi-Fi is available at cafes and hotspots around town. Wi-Fi is also available onboard for an additional fee.

Customs: No customs clearance required for domestic travelers.

SAILING ENVIRONMENT & GUIDELINES

Leave only footprints—respect beaches and natural areas.
Use engines and generators sparingly; refill your water tanks at dock whenever possible.
Recycle waste using marina-designated containers.
Respect marine reserves and private islands where landing is not permitted.

Sailing Regulations: Daylight navigation only, and within your approved float plan. Regulations subject to change—always verify before departure.

SAILING CONDITIONS

Sailing Area Overview: Set sail from Newport’s world-famous harbor to discover a tapestry of destinations:

Martha’s Vineyard: Quintessential island life with a rich fishing heritage.
Nantucket: A gourmet haven and picture-perfect port.
Boston: Explore American history and upscale shopping in this vibrant urban stop.

Weather: Summer is prime sailing season. Expect warm days, cool evenings, and reliably sunny skies.

Average Summer High: 80°F (27°C)
Average Summer Low: 60°F (16°C)
Winter Low: 23°F (-5°C)
Sunny Days: Over 200 annually

Wind Conditions: From April through October, conditions are ideal for cruising. The most consistent breezes come in July, averaging 6 mph—gentle and perfect for relaxed sailing.

Weather Forecasts: For up-to-date local conditions, consult:

NOAA National Weather Service
Marine Weather

Boats

Lagoon 45

The leading charter boat in the industry - the Lagoon 45 is one of the strongest boats in the fleet worldwide. With 4 double cabins each with an ensuite WC accommodating up to 8 guests plus forepeak cabins for your crew, the Lagoon 45 is a perfect boat for any group, whether there are 4 or 8 travelers in your party. Contact us for more information on the 3-cabin "Owner's Suite". *For Group Journeys, exact vessel may vary.