Things to do in Sag Harbor, New York (NY): The Best Outdoor Activities

Wonderfull boat outings in the Hamptons. Sunset cruises, trips around Shelter Island. Lunch or dinner on the boat. Swimming and sightseeing by the hour. Confortable and safe. Plenty of shade and toilet on board. You are welcome to bring drinks and food aboard. Your captain will share his knowledge with you and your guests. Take in the beautifull bay and see the stately homes of the hamptons. I will take you to the greatest natural spots on the bay. All aboard!

Sailacat offers private sailboat charters , boat rentals including sunset sails & catamaran cruises in the Hamptons, Sag Harbor and Bahamas. Enjoy a full or half day sail, sunset cruise or Yoga meditation Sail in the heart of the beautiful Hamptons. Join us for a fun filled catamaran sail aboard a beautiful ocean going Sailing cat. Bring lunch or we'll arrange catering for you. Sailacat is ideal for family get togethers, Birthdays, Honeymoons & Romantic Dinner cruises. We also offer Bareboat charters, Bahamas cruises and all inclusive Yoga Sail Retreats, ( with luxury accomodations ashore) . Saiilacat's spacious catamaran offers both fully shaded lounging, as well as sailing in full sun forward, on her ample foredeck, so all may enjoy the best the Hampton's has to offer in comfort & style. We look forward to sailing with you soon !

Dove is a 50ft ocean going sloop based in Sag harbor.It has a large centre cockpit with plenty of shade and a swim ladder.There is ample space on deck to sunbathe.Graham has over 20years experience sailing and has the tales to prove it!We do day charters,sunset cruises and custom charters.

Flyboarding has hit the Hamptons. Come try out the fastest growing water sport.

We offer three types of Sag Harbor boat rides, rentals and charters. All three are top attractions on the East End of Long Island and the Hamptons. . 1 - Private boat charters for all occasions - bachelorette and birthday party boats, family and group reunions, camps, schools, etc. 2 - 90 Minute narrated, sightseeing boat rides. 3 - Two hour Sunset Cruise boat tour. Visit our website for schedules and to purchase advance tickets. We have one boat, the American Beauty II which is US Coast Guard inspected and approved to accept up to 33 passengers. We can handle your large group like few can. One of the most fun things to do in the Hamptons and Long Island. See our website for more details. Click on "INFO->Videos" to see tour videos and photos. See our website to view our COVID safety protocol.

Sailhamptons has a wonderful time sailing with all types of private groups ranging in size from 2 - 41 guests. With our US Coast Guard Inspected schooner Luna (2-41 guests), we can accommodate all types of larger groups, from corporate events to family outings, bachelorette parties, birthdays and even just a nice afternoon out. Our second boat, the Luxury Sailing Yacht Starlight, is perfect for smaller groups (up to 12). Sailhamptons provides private luxury private day charters from Sag Harbor, Shelter Island, and the Hamptons. Our trips are fully crewed with experienced professional yachting and hospitality staff. Between a wonderful assortment of serving-ware cutlery and glasses on each of our boats, and water toys and paddle boards o deck, Sailhamptons is able to make any even perfect.

Set sail with Captain Eric, a Sag Harbor native, on his 38' sailing yacht. Select a sunset cruise, half day, or full day on the water. Sea Escapes will sail you to Shelter Island for a bite at one of their popular restaurants (Sunest Beach and Salt are favorites!) Greenport to try the historic Claudio's or the refined Noah's, or just around the bay for a fantastic sunset. Feel free to take a dip off the boat, paddle board a nature preserve, or simply enjoy a bottle of wine while taking in the sights. We provide floats, fishing gear, paddle boards, etc upon request. Bring lunch or dinner on board for a unique dining experience. Contact us with any questions and book your adventure today!

Join Captain Paul aboard sailing catamaran Valkyrie for wonderful cruises from Sag Harbor to various picturesque locations. About 1800 square feet of open deck. 60 feet long by 30 feet wide. Our specialty is 4 hour cruises from Sag Harbor Wharf around Shelter Island. View the mansions, tranquil and secluded bays and unspoiled nature. Bring your favorite food and beverages, swimming attire, and be ready to chill aboard our sail boat, while we guide you to our favorite locations.

Available from June 25th to September 5th, Paradigm Shift is a 50’ luxurious yacht that can take up to 6 passengers departing on half-day and full-day sails from the Breakwater Yacht Club in Sag Harbor. Our award-winning gourmet food and fully stocked bar (including our infamous Pain Killer) are available to guests throughout the day. SUP's and water tubing are available, or if you'd prefer, you can bask in the sun on a float with a cocktail in your hand... You will have a fantastic day of great sailing, excellent service, and delicious food! Expansive decks, shade awning, and comfortable seating satisfy your need for comfort. We try to take you off the beaten path to some of the places you've dreamt about while providing a relaxing experience. 1/2 Day Cruises run from 10 AM to 2 PM, Full Day Cruises run from 10 AM to 5 PM, and Sunset Cruises run from 5:30 PM to 8:30 PM. Please contact via phone or email to inquire about pricing and reserve a charter. Or, book.

Located in the heart of the Hamptons, we provide captained charters and sunset cruises. Depart from a secluded harbor into the setting sun. Sit back in one of our cozy bean bag chairs on the spacious bow of our custom 30' picnic cruiser with a few of good friends, while we captain the vessel on the calm bay waters around Sag Harbor and Shelter Island.