Custom Experiences. Corporate Events. Client Entertaining. Sunset Cruises. Surprise Engagements. Offshore Fishing. Inshore Fishing. Dock & Dine. Bachelor Parties. Bachelorette Parties. Birthday Parties. Anchor & Swim. Overnight Retreats. Photo Shoots. Burial at Sea.
Luxury Overnight, Multi-Night & Weekly Yacht Charters
While the possibilities and destinations for your overnight or multi-day yacht charter are endless, here are a few curated ideas to inspire your perfect itinerary. Explore overnight escapes and weekly yacht experiences from Montauk, the Hamptons, Sag Harbor, and beyond.
The Hamptons Escape (2-3 days)
Sag Harbor→Shelter Island→Montauk
Begin your overnight yacht charter with a sunset departure from Sag Harbor, cruising past iconic bluffs, sandy beaches, and waterfront estates. Anchor off Shelter Island for a serene overnight stay, with the option to dine aboard your private yacht or at the lively Sunset Beach. Continue on to Montauk for luxury offshore fishing, swimming, or a waterfront lunch at Duryea’s. End your multi-day charter docked or moored in Montauk Harbor, enjoying sunset cocktails aboard your yacht — the perfect close to a bespoke Hamptons getaway.
Nantucket & The Vineyard (5-7 days)
Newport→Martha's Vineyard→Nantucket
Depart from historic Newport, Rhode Island, and cruise through open waters to Martha’s Vineyard. Explore charming Edgartown, tour local vineyards, or bike along scenic coastal trails. Continue to Nantucket for two nights, docking at the marina or mooring just offshore. Stroll cobblestone streets, dine at iconic spots like Topper’s, and soak in the island’s timeless New England charm on this extended private yacht charter.
The Long Island Sound Getaway (3-4 days)
Greenport→Old Saybrook→Mystic Seaport→Orient Point
Begin your Long Island Sound getaway in Greenport, known for its boutique charm and rich maritime culture. Cruise on to Old Saybrook or Mystic, Connecticut, where coastal history meets fine dining. Discover the Mystic Seaport Museum or wander the town’s quaint streets and waterfront shops. Spend your final evening anchored near Orient Point, enjoying a private dinner aboard your yacht with stunning coastal views — the perfect close to this relaxed multi-day yacht charter.
The Northeast Grand Tour (7-10 days)
New York City→Block Island→Newport→Nantucket→Martha's Vineyard
Start your Northeast Grand Tour with a dramatic departure from New York City, cruising past the iconic skyline. Head to Block Island for a laid-back first night anchored near quiet beaches. Continue to historic Newport, then journey east to Nantucket and Martha’s Vineyard, where you’ll experience a perfect blend of cultural elegance, coastal scenery, and timeless island charm. This extended yacht charter is ideal for travelers seeking a longer escape to explore the best of the Northeast by sea.
Casino & Coastal Luxury (2-3 days)
Orient Point→Mohegan Sun→Mystic Seaport
Depart from Orient Point and set course along the scenic Long Island Sound to Mohegan Sun Marina, where high-end gaming, fine dining, and vibrant nightlife await. The following day, cruise to Mystic Seaport for a tranquil, historic contrast, exploring maritime museums and charming coastal streets. Conclude your luxury yacht charter with a scenic return cruise along Long Island Sound, soaking in stunning waterfront views.
Florida & Exuma Retreat (5-10 days)
Palm Beach→The Bahamas→Exumas
Depart from Palm Beach and cruise to West End, Bahamas, clearing customs for a seamless international yacht charter experience. Continue south through the Abacos or opt to fly directly to the Exumas. Spend your days island-hopping to secluded beaches, snorkeling at the stunning Thunderbolt Grotto, and dining barefoot under the stars. Overnight stays include exclusive marinas or serene moorings off private islands, offering unparalleled privacy and luxury throughout your Caribbean yacht adventure.
