THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Set sail from Sag Harbor on a luxurious catamaran with Regenero Charters, immersing yourself in the stunning waters of Shelter Island and Gardiners Bay. Perfect for relaxing, swimming, and creating summer memories on the water.
Set sail from Sag Harbor on a luxurious catamaran with Regenero Charters, immersing yourself in the stunning waters of Shelter Island and Gardiners Bay. Perfect for relaxing, swimming, and creating summer memories on the water.
Book with Regenero Charters
Verified experiences and guided adventures in the surrounding area.
Operated by Regenero Charters · Sag Harbor, New York
Set sail from Sag Harbor, a charming seaside village renowned for its maritime history and vibrant summer scene, and venture into the waters of Shelter Island and Gardiners Bay aboard a sleek 41' catamaran with Regenero Charters. These day sails offer more than just a boat ride; they’re an immersion into the nautical lifestyle that defines the Hamptons’ coast. The spacious vessel provides ample room for lounging, sunbathing, and shared laughter, making it perfect for family outings or memorable gatherings with friends. Swim in secluded coves with crystal-clear waters, or simply drift while soaking up the sun and savoring snacks and drinks brought along by guests. Each outing is tailored to your preferences—whether you want a laid-back cruise or an active day with snorkeling and exploring hidden spots. The route takes you around Shelter Island, famous for its scenic shoreline, and through Gardiners Bay, offering unspoiled views of the Atlantic. All trips emphasize comfort and safety, guided by attentive crew committed to creating a seamless marine adventure. The Hamptons’ coastline, with its pristine waters and iconic maritime culture, makes a day on the water a quintessential summer experience. Regenero Charters stands out by combining luxurious comfort with personalized service, ensuring every sail is unforgettable. Whether celebrating special occasions or just seeking a fun escape, their charters deliver a true taste of Hamptons’ nautical charm. It’s an exclusive way to see the area from a fresh perspective, with the promise of sunshine, gentle breezes, and incredible ocean vistas shaping your day.
This adventure is ideal for those looking to make the most of summer in the Hamptons, appreciating the region’s natural beauty and maritime heritage. An experience with Regenero Charters not only highlights one of the area’s premier water activities but also creates lasting memories of the sparkling East End coastline.
Moderate.
6–8 hours.
Moderate fitness required; participants should be comfortable with outdoor activity.
Guests are encouraged to bring their preferred snacks and drinks; the crew can also provide options based on prior arrangements.
Yes, the day sail can be enjoyed by all ages, but children should be supervised at all times and wear appropriate safety gear.
Comfortable, weather-appropriate clothing and sun protection are recommended, along with swimwear if swimming is desired.
Yes, the vessel is equipped with a marine head for passenger convenience.
Yes, the crew offers tailored routes based on your preferences and weather conditions.
No, the trips are suitable for beginners and experienced sailors alike.
The Hamptons has a rich maritime history, with shipbuilding and fishing playing key roles since the 17th century.
Regenero Charters emphasizes eco-friendly practices, including responsible navigation to protect marine life and coastal ecosystems.
Regenero Charters operates seasonal yacht charters based in Sag Harbor, offering curated day sails on a 41' catamaran. The company focuses on private and small-group outings that explore Shelter Island, Gardiners Bay, and nearby Hamptons waters. Each Hamptons Day Sails itinerary departs from Sag Harbor and combines spacious lounging, guided anchoring in scenic coves, and opportunities for swimming and coastal exploration. Guests can bring their own food and beverages aboard the 41' catamaran to customize each outing. The vessel’s layout provides open deck space and shaded seating to accommodate relaxation and socializing during summer trips. Regenero Charters organizes departures, route planning, and on-water logistics for day sail experiences that suit families, friends, and mixed-age groups seeking a full-day maritime outing. Safety procedures and basic on-board protocols are part of each departure briefing to ensure comfort and clarity for passengers. The company’s Hamptons Day Sails aim to deliver reliable departures from Sag Harbor with routes that include Shelter Island and Gardiners Bay. These trips emphasize flexible pacing for swimming stops, scenic cruising, and time ashore where applicable. Regenero Charters positions its Hamptons Day Sails as a straightforward way to access popular local waters without the need to own a boat. Prospective guests can review trip details, departure logistics, and booking options before reserving a seat or private charter date. Seasonal availability and specific departure times are listed on the Regenero Charters schedule; bookings are recommended during peak summer months to secure preferred dates. Contact and reservation details appear on official listings.
Book with Regenero Charters