Montauk Sailing Charters

Set Sail in Montauk

Experience the thrill of the open water aboard our fleet of premium sailing catamarans. Choose from our sleek and nimble 27′ Stiletto Catamarans, perfect for smaller groups seeking an intimate and adventurous outing, or step aboard our brand-new, spacious 40-foot Sailing Catamaran.

Our 27′ Stiletto Catamaran is ideal for up to 6 passengers, offering a fun, fast, and personal way to explore Montauk’s waters.
For larger groups, our 40-foot USCG-certified catamaran accommodates up to 32 passengers, blending comfort, style, and plenty of room for unforgettable private charters and celebrations.

Whether you’re planning a romantic sunset sail, a family day on the water, or a lively gathering with friends, MTK Cruises the perfect vessel for your adventure.

Book your sailing experience today and make memories that last a lifetime!

27′ Stiletto Catamaran

2 Hour Day Sail – $350 for the first 2 passengers; $60.00 for each additional person
3 Hour Day Sail – $450 for the first 2 passengers; $75.00 for each additional person

New 40′ Custom Sail Catamaran

Custom sail packages 2-10hr trips

Private day charters to Block Island or Whale watching.

Sunday-Friday

2hr. Day Sail- $900 for the first 6 people; $100 for each additional person

3hr. Sail/Swim-$1350 for the first 6 people; $150 for each additional person

Saturday

2hr. Day Sail- $1500 for the first 10 people; $100 for each additional person

3hr. Sail/swim-$2250 for the first 10 people; $150 for each additional person

4hr. Day Sail- $4000 for the first 15 passengers; $200 for each additional person

Gratuity not included, if booking direct no online fees apply

Call for availability/ custom pricing

Featured Sailing Charters in Montauk

All sailing charters are operated by a professional USCG-licensed captain. Connect to our premium bluetooth stereo to jam out to your favorite tunes and enjoy an ice cold drink with great company. Feel free to bring your own food and beverages, and we’ll bring the good vibes!

Catamaran Day Sail in Montauk

Experience one of our two 27’ Stiletto Catamarans. A fast yet stable ride, both of our Catamarans offer an exciting sail with no heeling. Passengers can relax on deck while taking in the sights, lend a hand at the helm, or lay back on the front canopy while the water rushes beneath you. Limited to 6 passengers, you’ll enjoy an intimate and highly customizable sailing experience. Half and Full Day Sailing Charters are also available – give us a call for more information.

Catamaran Sail + Swim

Relax in the sun and lay out as the water rushes beneath you. Choose the 3 Hour Day Sail to give yourself plenty of time to sail and stop at a beach to cool off in the waters of Montauk for a truly unique experience. Each vessel can carry up to six passengers and all tours are guided by a professional USCG-licensed captain.

Montauk Sunset Sail

Our most popular sailing charter, watching a sunset during a leisurely sail in Montauk is the perfect way to end your day, or begin your evening. Bring a bottle of your favorite beverage to toast the sun’s departure or ring in the evening’s festivities.