Departure date

Trip duration


Day trip
Multiple days
(Less than 1 week)
Weekly trip
Show boats that have weekly prices. Most weekly boats outside of the US are available only Saturday to Saturday.

Boat type

Boat length: 5ft -

Manufacturer

Boat model

Price

$
$

Captain

Boat build year: -

Amenities

Sort by:
Location
Reset
Dates
Filters
Reset

Departure date


Trip duration

Day trip
Multiple days
(Less than 1 week)
Weekly trip
Boat
Boat Details
Reset

Boat type

Boat length: 5ft -

Price: $ - $

Captain

Manufacturer

Boat model

Filters
Filters
Reset

Boat build year: -

Amenities

13 Sailboat Rentals in Port Jefferson, NY

1 - 13 of 13 boats
  1. Home

Rent a sailboat in Port Jefferson with Sailo

Ahoy, boating enthusiasts! Port Jefferson, often lovingly referred to as "Port Jeff" by the locals, is the gem of Long Island's North Shore. With its picturesque harbor, delightful eateries, and stunning vistas, it's no wonder that sailboat enthusiasts flock to this harbor town. But, what if you don't have a sailboat? No worries! At Sailo, we bring you top-notch Port Jefferson sailboat rentals to cater to your maritime desires. Whether you're looking to soak in the sun on the deck, cruise the waters, or simply experience the joy of sailing, Port Jefferson is the place to be, and Sailo is here to get you on board.

Our premium selection of private sailboat rentals in Port Jefferson

Diversity is the spice of sailing life. With Sailo's extensive inventory, you're not just getting sailboat rentals in Port Jefferson; you're diving into a premium selection. From nimble sailing dinghies to majestic yachts, our private collection is tailored to fit any adventure scale. Have you dreamt of charting the blue with sailboat charters in Port Jefferson? Maybe, you're contemplating a serene evening sail with your loved ones. With Port Jefferson sailboat rentals at Sailo, every dream is just a booking away. Our fleet is meticulously maintained and comes with all the modern amenities you'd expect, ensuring that your sailing adventure is nothing short of perfection.

How to find a sailboat rental in Port Jefferson

So, you've decided to rent a sailboat in Port Jefferson. The question is - how? With Sailo, it's as breezy as a summer day on the deck - a list of stunning boats are already waiting for their next adventure with you. You can filter results based on your preferences - size, type, budget, and more. Looking to hire a sailboat in Port Jefferson for a special occasion? Our dedicated team is always available to guide you through the process, ensuring that your sailing experience is as seamless as the horizon you'll be sailing towards.

How much does it cost to charter a sailboat in Port Jefferson for a day?

When thinking of sailboat charters in Port Jefferson, one of the first questions on most sailors' minds is the cost. The good news is, there's a range suitable for every wallet size. While prices can fluctuate based on boat size, duration, and amenities offered, Port Jefferson sailboat charters generally start at very reasonable rates for half-day rentals and go upwards based on your choices. To get an exact quote and find a boat that fits your budget and style, Sailo's platform provides clear and upfront pricing, eliminating any guesswork. With us, your dream sail is both luxurious and affordable.

Can I rent a sailboat charter in Port Jefferson with a captain?

Absolutely, you can! For many, the idea of chartering a yacht is bliss, but the thought of steering might be daunting. This is where private sailboat charters in Port Jefferson with a captain come into play. With Sailo, not only do you get the best of boats, but you also have the option to hire an experienced skipper. Doing so offers multiple benefits:

Navigate with confidence: Let the seasoned captain guide you through the waters, ensuring a safe and enjoyable journey.

Sit back and relax: With a captain at the helm, you can truly immerse yourself in the beauty of Port Jefferson, unwinding to the soothing rhythm of the waves.

Learn as you sail: Curious about sailing techniques? Your skipper is a wealth of knowledge, ready to share tidbits, and maybe even let you take the wheel under their guidance.

Discover the beauty of New York with:

Rent a boat near New York

If you want to rent a boat near New York, you have plenty of options. You can explore NYC and its beautiful neighboring areas in an instant, with these amazing boats: