Captained Charters / Leisure Sails
More Rentals/Charters: Daily Sailboat Rentals Kayak Rentals Seasonal Sailboat Rentals Overnight & Race Charters Policies & Procedures
- 23' Sonar
- Islander 30
- J105
- Christeen
23' Sonar
This sleek one-design racing boat is used in our adult sailing programs. It sports a fin keel and a cockpit large enough for 5 adults. This comfortable yet easy to sail boat is perfect for a day sail around West Harbor and even beyond.
| Boat | Fee | Sail Period |
|---|---|---|
| 23' Sonar 4 passengers maximum |
$125 per hr | 2 hours min. |
- The WaterFront Center is open to the public from Spring through Fall 7 days a week.
- Memorial Day through Labor Day we are open to the public Tuesday through Sunday from 9:00 a.m. to 8 p.m. and on Monday from 9:00 a.m. to 5 p.m.
- Renters must be 18 years of age or have a parent's signature.
- Children must be at least 5 years old to be on one of our boats.
- Each child under 8 must be individually accompanied by an adult.
- A current drivers license is required for identification.
- Qualified and experienced sailors only - no experience required for kayak rentals.
- Two (2) hour minimal rental time required for all sailboats.
Islander 30: Sleepy Head
Sleepy Head got a face lift during the 2010/11 offseason and is ready to go with new creature comforts and a brightened up interior and exterior!
Comfortable sailing for up to six (6) people, the 31' sloop is equipped with a diesel auxiliary engine and roller furling jib. The inside is surprisingly spacious and can sleep up to five adults and include a galley, ice box, and stove and a large fresh water holding tank. Set sail to points outside Cold Spring Harbor and Oyster Bay and create an adventure to share with you and your friends! Accommodations can be made on your own or through the WaterFront Center to pick up a mooring in Northport or other neighboring harbors. This boat is roomy comfortable and fun, give us a call to reserve the boat for your next adventure!
| Boat | Fee | Sail Period |
|---|---|---|
| Islander 30 5 passengers maximum |
$125 per hr | 2 hours min. (sunset cruises only) |
- The WaterFront Center is open to the public from Spring through Fall 7 days a week.
- Memorial Day through Labor Day we are open to the public Tuesday through Sunday from 9:00 a.m. to 8 p.m. and on Monday from 9:00 a.m. to 5 p.m.
- Renters must be 18 years of age or have a parent's signature.
- Children must be at least 5 years old to be on one of our boats.
- Each child under 8 must be individually accompanied by an adult.
- A current drivers license is required for identification.
- Qualified and experienced sailors only - no experience required for kayak rentals.
- Two (2) hour minimal rental time required for all sailboats.
J105: Andiamo
We are excited to have Andiamo, a J/105, join the WFC fleet!
The concept behind the J/105 was to produce boats that are fast, strong, fun and easy to sail while racing in One Design fleets or cruising with sails furled and swim ladder swung off the transom.The large cockpit of the J/105 makes it extremely comfortable and the simplicity of the layout makes it manageable for two or three experienced sailors to take the boat on their own in most conditions. Accommodations for an overnight cruise are appropriate for up to four adults with a small galley and sitting area. Andiamo comes equipped with an auxiliary diesel engine and a fresh water holding tank. Give us a call today to reserve the boat for a day or overnight adventure!
If you are interested in chartering a larger keelboat for racing, you have come to the right place! The J/105 is the most successful one-design keelboat class over 30' in the USA and most specifically on the east coast. With a large and active local fleet (Fleet 6: www.j105.org/fleet6) there is never a shortage of races to attend whether it’s Block Island Race Week, American or Manhasset Race Series or a single day local event on Long Island Sound. Please contact us for special pricing!
| Boat | Fee | Sail Period |
|---|---|---|
| J/105 5 passengers maximum |
$125 per hr | 2 hours min. |
- The WaterFront Center is open to the public from Spring through Fall 7 days a week.
- Memorial Day through Labor Day we are open to the public Tuesday through Sunday from 9:00 a.m. to 8 p.m. and on Monday from 9:00 a.m. to 5 p.m.
- Renters must be 18 years of age or have a parent's signature.
- Children must be at least 5 years old to be on one of our boats.
- Each child under 8 must be individually accompanied by an adult.
- A current drivers license is required for identification.
- Qualified and experienced sailors only - no experience required for kayak rentals.
- Two (2) hour minimal rental time required for all sailboats.
Christeen

For a unique celebration in a magnificent setting, charter the Christeen for a private sail with family, friends, or co-workers. Perfect for special anniversary or birthday celebrations, or simply a great get-together under sail! Experience beautiful Oyster Bay from the deck of this historic vessel as you lend a hand to the crew or sit back and enjoy the scenery. Pack a simple picnic or have your event catered. Let us help you create a memorable experience.
Bring the Christeen to you!
If you are planning a special event or anniversary at your club, waterfront home, beach, group or community center and are looking for a special and unique centerpiece for your guests. The Christeen can be booked for a day or multiple days to take passengers out for sails, tours of the local harbors and more! Please call us for special rates and availabilities.
| Boat | Fee | Sail Period |
|---|---|---|
| Christeen 25 passengers maximum |
$850* | A 3-hour sail is recommended. |
- The WaterFront Center is open to the public from Spring through Fall 7 days a week.
- Memorial Day through Labor Day we are open to the public Tuesday through Sunday from 9:00 a.m. to 8 p.m. and on Monday from 9:00 a.m. to 5 p.m.
- Renters must be 18 years of age or have a parent's signature.
- Children must be at least 5 years old to be on one of our boats.
- Each child under 8 must be individually accompanied by an adult.
- A current drivers license is required for identification.
- Qualified and experienced sailors only - no experience required for kayak rentals.
- Two (2) hour minimal rental time required for all sailboats.












MoonBird Design LLC

