NEWPORT TO SAG HARBOR IN THE HAMPTONS YACHT CHARTERS
IDEAL TIME TO CHARTER: June – September
Begin Your Yacht Charter in Historic Newport, RI.
Newport is the ideal port of departure for the best summer cruising itinerary. Before or after your charter, enjoy the city’s unique charm: explore grand mansions, sample local wines, savor fine waterfront dining, and soak in the legendary America’s Cup sailing atmosphere.
The Hamptons & Coastal Charms Itinerary:
Depart from Newport for an enchanted harbor-hopping adventure along the coasts of Rhode Island, Connecticut, and New York. Sail to destinations like Block Island, Sag Harbor, and Montauk, or explore remote islets with secluded coves. Immerse yourself in bustling seaports to enjoy exquisite seafood, fine wine, vibrant arts, and local nightlife. This journey is easily tailored to suit your interests and is perfect for an educational family experience with New England history and sea life. LINK to New England yachts.
SUGGESTED ITINERARY
8 DAY ITINERARY
As you might imagine, taking your time cruising this route offers benefits for every age. You will step back in time while relaxing, reading, playing, eating, drinking, and experiencing the cruising lifestyle. Cruising by yacht offers you flexible, effortless ease of movement from place to place.
This favorite itinerary is based on 7 nights / 8 days. To get the most from your yacht vacation, we recommend 10-14 days, unless you plan to board your yacht in Newport. For the best selection of yachts and accommodations, contact us in advance for the upcoming season.
DAY 1
Newport, RI Leave from historic Newport, Rhode Island, the heart of America’s Gilded Age and home of the famous mansions a.k.a. “summer cottages” built by wealthy industrialists.
Block Island, NY Excellent for biking, birding and learning about Captain Kidd’s buried treasures (according to Block Island history). The best arrival dock is the Great Salt Pond if you wish to avoid the Ferry Dock chaos of day trippers.
DAY 2
Mystic Seaport, CT The Museum of the Art and Sea here claims it is the largest Maritime Museum in the world. You can walk through the history of the great sailing ships, exploring the life of the Captains and some of the best maritime art on the planet. Sea chanty music is offered during the summer months.
DAY 3
Fishers Island, NY During its historic beginnings, Fishers Island was home to America’s wealthiest families (before we collected taxes). It still has private estates, but the small village offers scenic routes for hiking, biking, and exploring beaches.
DAY 4
Shelter Island, NY – Legendary to golfers for the National Golf Links of America, Shelter Island is also home to Perlman Music Program, a summer institute for young string players run by Itzhak and his wife, Toby Perlman. Food options are great for such a small place, from fine dining at the Vine Street Café to the popular “fancy diner” The Islander, to vegetarian and vegan options at 18 Bay. Also available are art galleries, SUP, kayaking, mini golf, a craft beer brewery, wine tours, and more.
DAY 5
Sag Harbor, NY “Arts and letters run deep here,” according to The New York Times. The Hamptons are full of rock stars and celebrities in many categories, and in August 2019, Sag Harbor opened its John Steinbeck Waterfront Park. The entire business district is listed on the National Register of Historic Places. The American Hotel, established in 1846, still dominates Main Street. The Bay Street Theater produces work by significant playwrights with well-established actors.
DAY 6
Montauk, NY Famous for its lighthouse, marine science institute, and music festivals, Montauk has become an East Coast hot spot with much to see and do including water sports, galleries, dining, shopping and people-watching.
DAY 7
Return to Block Island, NY
DAY 8
Back to Newport, RI







