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Browse Montauk Boat Rentals.

Page 1 of 244 listings

41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing
Sailing in Sag Harbor · 12 guests

41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

5.0
$750+/hour
42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)
Sailing in Sag Harbor · 6 guests

42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)

5.0
$312+/hour
36ft Vintage Yacht Marlinspike Charter in Sag Harbor, New York
Events in Sag Harbor · 6 guests

36ft Vintage Yacht Marlinspike Charter in Sag Harbor, New York

5.0
$375/hour
Enjoy the Hamptons waters on wonderful and unique Classic Mahogany Trimaran
Sailing in Sag Harbor · 25 guests

Enjoy the Hamptons waters on wonderful and unique Classic Mahogany Trimaran

5.0
$750+/hour
Classic Beauty: Nautor Swan 46' Bluewater Cruiser, Sag Harbor, New York
Sailing in Sag Harbor · 6 guests

Classic Beauty: Nautor Swan 46' Bluewater Cruiser, Sag Harbor, New York

5.0
$310+/hour
ENJOY 61FT SIRENA FLYBRIDGE in SAG HARBOUR/MONTAUK!!!
Events in Sag Harbor · 12 guests

ENJOY 61FT SIRENA FLYBRIDGE in SAG HARBOUR/MONTAUK!!!

New
Superowner
Best of 2025
$1,469+/hour
Modern Luxurious 58 Princess in The Hamptons
Events in Sag Harbor · 12 guests

Modern Luxurious 58 Princess in The Hamptons

5.0
$1,000+/hour
SeaRay Sundancer 41' Power Sport Yacht Crusie in Sag Harbor
Events in Sag Harbor · 6 guests

SeaRay Sundancer 41' Power Sport Yacht Crusie in Sag Harbor

5.0
$700/hour
64 Galeon - Sexy looks, great for entertaining, with innovative outside spaces
Powerboats in Sag Harbor · 12 guests

64 Galeon - Sexy looks, great for entertaining, with innovative outside spaces

5.0
$1,300+/hour
53 ft. Luxury Yacht  Charters Sag Harbor and East End of Long Island
Events in Sag Harbor · 10 guests

53 ft. Luxury Yacht Charters Sag Harbor and East End of Long Island

5.0
$1,050/hour
Beautiful 88' Ferretti serving NY, Hamptons and New England
Events in Montauk · 12 guests

Beautiful 88' Ferretti serving NY, Hamptons and New England

New
$3,125+/hour
37ft Van Dutch " Blanco " on NEW YORK!!
Events in Montauk · 8 guests

37ft Van Dutch " Blanco " on NEW YORK!!

New
Superowner
Best of 2025
$190/hour
Large and Luxuriously Appointed Schooner for Private Daysails, Swims and Sunsets
Sailing in Sag Harbor · 41 guests

Large and Luxuriously Appointed Schooner for Private Daysails, Swims and Sunsets

5.0
$1,100+/hour
110FT HORIZON MEGA YACHT IN SAG HARBOUR/MONTAUK!
Events in Sag Harbor · 12 guests

110FT HORIZON MEGA YACHT IN SAG HARBOUR/MONTAUK!

New
Superowner
Best of 2025
$3,125/hour
50ft Beneteau Motor Yacht in Sag Harbour/Montauk!!
Events in Sag Harbor · 6 guests

50ft Beneteau Motor Yacht in Sag Harbour/Montauk!!

New
Superowner
Best of 2025
$1,750/hour
Experience New York Like Never Before — Aboard Our Stunning 76ft Riva Yacht
Events in Sag Harbor · 12 guests

Experience New York Like Never Before — Aboard Our Stunning 76ft Riva Yacht

New
Superowner
Best of 2025
$1,500/hour
36' 2023 Aquila Catamaran + Seabob Yacht Rental in East Hampton, New York
Powerboats in East Hampton · 12 guests

36' 2023 Aquila Catamaran + Seabob Yacht Rental in East Hampton, New York

New
$1,247/hour
Captained Hinckey Picnic Boat “Soleil” -a Meticulous Icon of Hand Crafted Luxury
Events in Sag Harbor · 6 guests

Captained Hinckey Picnic Boat “Soleil” -a Meticulous Icon of Hand Crafted Luxury

5.0
$800/hour
51' 2022 Azimut Atlantis + 2 Seabobs Yacht Charter in East Hampton, New York
Events in East Hampton · 12 guests

51' 2022 Azimut Atlantis + 2 Seabobs Yacht Charter in East Hampton, New York

New
$1,632+/hour
Brand New 50' Pardo Motor Yacht in The Hamptons
Events in Montauk · 12 guests

Brand New 50' Pardo Motor Yacht in The Hamptons

New
$940+/hour
Charter a 30' Classic Wooden Motor Boat in East Hampton, NY
Events in East Hampton · 6 guests

Charter a 30' Classic Wooden Motor Boat in East Hampton, NY

5.0
$388+/hour
Instant Book
20' Palm boat for the perfect day on the water - Fishing, watersports, swimming
Powerboats in East Hampton · 6 guests

20' Palm boat for the perfect day on the water - Fishing, watersports, swimming

New
$225+/hour
53ft Galeon ready for your next day on the water in the Hamptons
Powerboats in Sag Harbor · 12 guests

53ft Galeon ready for your next day on the water in the Hamptons

New
$1,562+/hour
Luxurious 80' San Lorenzo serving NY, Hamptons and New England
Events in Sag Harbor · 12 guests

Luxurious 80' San Lorenzo serving NY, Hamptons and New England

New
$2,750+/hour

Montauk Reviews

  1. LE

    Lara

    41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

    My girlfriends and I had the best time celebrating a bachelorette party with Captain Brian and his beautiful boat! From the very start Brian had quick communication and was helpful answering our questions. The actual boat was so nice, with a rustic charm. It comfortably fit all 10 girls. Brian made the day extra special - he’s so kind and fun. Would definitely recommend to this others and even hope to do another trip again!

  2. EC

    Emily

    42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)

    Nate and Jaime were the absolute best from start to finish! Super great communication and excellent service - loved the swimming spot and how knowledgeable Nate was about the area and other boats. Exceeded our expectations, will definitely book with Nate again!

  3. RA

    Roshan

    36ft Vintage Yacht Marlinspike Charter in Sag Harbor, New York

    Absolutely recommend! We had the most perfect day out on the water with the captain. They took great care of us, making sure we were comfortable and happy throughout the trip. We were treated to incredible sightings, and their knowledge and attention made the experience even more special. Truly an awesome day!

  4. KH

    Katy

    42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)

    We are so happy we chose to book with Nate! The communication was clear and concise, we knew exactly where to go when our trip came! Nate and crew were beyond accommodating and the boat is so charming! This made our trip so special!

  5. Dave

    Dave

    Modern Luxurious 58 Princess in The Hamptons

    Kim and the crew were amazing. Cherry on top to our vacation. Great value, communication and they delivered! Worth every penny!

  6. MM

    Molly

    Classic Beauty: Nautor Swan 46' Bluewater Cruiser, Sag Harbor, New York

    Captain Alan and his boat are incredible!! We brought a group of girls for a bachelorette trip and spending the day out on the water was SO much fun. Captain Alan was so communicative and helpful throughout the process and leading up to the day of our charter. He had everything we could have needed on board and was so helpful the whole trip!! His deckie was also so incredibly helpful - we could not have asked for a better time!!! He even had floats and a paddleboard to use which was awesome. Highly recommend to anyone looking for a fun day on the water!! 10/10, no notes!!