23-Foot Pearson Ensign Bareboat Rental
- Location :
- Sag Harbor
- Trips:
- Day
- Length:
- 23 Feet
- Capacity:
- 6 People
- Crew:
- No Captain
- Staterooms:
- 0
- Sleeps:
- 0
The shore lines of Long Island are home to some of the world’s most prestigious residences and natural beauty. Enjoy sailing aboard a 23′ keelboat with an outboard engine and room for up to six passengers. Plus, if needed, you have the option of adding one of our captains to operate your Sag Harbor Sailing boat rental.
Ready for a Pearson Ensign bareboat rental, just you and the boat? If you can handle a keelboat on your own, the 23-foot Pearson Ensign is a great one to take out solo. It is stable, simple to rig, and forgiving in a breeze. You launch from our dock at 51 Pine Neck Avenue, point the bow toward open water, and the calm East End bays are yours for the day. No captain, no fixed plan, just you and the wind.
Sailing Her Yourself
The Ensign was built as a one-design daysailer, so the controls are simple and close at hand. You steer with a tiller, not a wheel, which gives you a direct feel for the boat.
The rig is an easy two-sail setup, a mainsail and a small jib, so there is not much to juggle. A small outboard motor gets you in and out of the harbor. After that, it is all sail.
In a stiffer breeze, you can shorten sail to keep things comfortable. In lighter air, the boat still ghosts along nicely.
What Makes the Ensign Manageable Solo?
Stability, mostly. It has a full keel with about 1,200 pounds of ballast, so it stands up to a gust instead of tipping you around. The cockpit is one of the largest for a boat this size, which gives you room to move as you tack and trim.
At around 3,000 pounds, it feels solid underfoot but still responds nicely in light air. Plenty of sailors single-hand the Ensign with no trouble. You can also bring a small crew, since it seats up to six and has a head in the cabin.
How to Qualify
To rent without a captain, you need to handle the boat on your own, from leaving the dock to bringing her back in. We confirm you are comfortable with a short, friendly check before your first solo trip.
If you want the full rundown on the requirements, see our bareboat rental details and qualifying. Not quite there yet? A lesson or a captained trip is an easy way to bridge the gap.
Tips to Make Your First Trip Smoother
If it's been a while since you sailed, brushing up on the basics would be ideal. Check the wind forecast before you go, and start with a half day if you are easing back in. Rig the boat at the dock while it is calm.
Once you are out, take it slow and let the keel do its work. The Ensign rewards a light, patient touch.
Where Can You Take Her?
On a half day, you can sail the calm water around Shelter Island or follow the North Haven shoreline at your own pace. A full day opens up Peconic Bay and the wider Twin Forks.
You might glide past Cedar Point Lighthouse in Northwest Harbor or the quiet shore of Mashomack Preserve on Shelter Island.
Since you stay on protected bays, the water is calmer than the open Sound or ocean. That makes a solo day a lot less tiring, and a lot more fun.
The Launch is Part of the Appeal
You drive right to the dock, park for the day or overnight, and step aboard. We have the boat fueled and ready, and a short walk-through covers the gear and the day's conditions.
Then you cast off on your own schedule. When you are done, you bring her back to the same dock. It is about as simple as self-skippering in the Hamptons gets.
Pricing
A bareboat Pearson Ensign rental starts at $475, plus fuel and any extras. Full payment is due at booking. We will give you a clear all-in total and explain the security deposit before you sail, so there are no surprises.
Call (631) 725-5100 for current rates and deposit details. If you sail more than a few times a season, ask about Commodores Club member rates to lower your cost per trip.
*Ask about our 5-trip and 10-trip boat club 20% off discounted rates with a FREE sunset cruise and VIP Status.
Let's Talk Savings!
The Boat club makes sense if you are going to rent 5 or more times during the season.
*Example for 5 Trip Package for this model. Pricing does not include crew, fuel, gratuity or any extras.
*Call us to book for the "Two Boat Race Party"
*For Booking A Bareboat, Requires Previous Experience
Features
Notable Boat Features
- Overnight rentals available. Please call for pricing.
Best For
- Beach Excursions
- Snorkeling
- Water Toys
- Dining Destinations
- Fishing (Upon Request)
- Sightseeing Tours
- Swimming
Included in Total Price
Boat, Life Jackets, Local Fuel Around Sag Harbor, Water Toys/Rafts, Ice, Bottled Water.
What to Bring/Not Included/Extras
Please bring comfortable swimwear, sunglasses, towels, and any drinks you would like to bring (no red or stained liquids please).
No Red Wine or Liquids such as Gatorade etc.
Life vests and safety equipment on board (PLEASE ADVISE IF ANY CHILDREN ARE COMING)
Destinations
Destinations
- Swimming & Exploring
- Dining Destinations
- Fishing (Upon Request)
- Sightseeing Tours
- Snorkeling & Water Toys
Some tips to make your day more enjoyable
- Put your sunscreen on before getting to the boat. (Today’s modern products have a tendency to oxidize upon contact with the boat’s fiberglass surfaces.)
- Bring a favorite snack and beverage but leave the red wine and any drink/food that will stain the deck, at home.
- Wear shades, a cap and bring a windbreaker.
- Wear closed toe shoes with light colored soles.
- Be ready to have the time of your life!
Departure Information
Times
Book anytime, you choose! Flexible scheduling. Let us know your perfect departure time.
9am – 12pm
12:30pm – 3:30pm
4:00pm – 7:00pm
7 days a week all year long.
On weekends due to the high demand, we try to depart at these times if they work for you. On weekdays, we will have more flexibility with start times. Please ask if you have a “perfect time” that works for you.
Please arrive 15 minutes before the scheduled time to go over the boat and get loaded.
Arriving 15 mins later than the scheduled time will be considered a no-show and the reservation will be canceled without a refund.
Address
*Custom Pickups Available Upon Request, Please Ask.
*We can also arrange pick up from local houses or restaurants in the area.
Please Note: We generally depart and bring you back to the same spot/dock. If you wish to stay at a certain locale and get a pickup later, please ask. If you wish to stay longer at a destination, we can always drop you off anywhere and you can take an Uber or Taxi back to your car or home.
Frequently Asked Questions
-
Is the Pearson Ensign easy to sail yourself?
Yes, for a qualified sailor. It has a simple two-sail rig, tiller steering, and a stable full keel. Those features make it forgiving and easy to handle on the calm bays around Sag Harbor.
-
Can I single-hand it?
Yes. Many sailors single-hand the Ensign without trouble, thanks to its simple rig and steady keel. You can also sail with a small crew, since it seats up to six.
-
What do I need to qualify?
You need to leave the dock, sail a course, and return without help. We confirm you are comfortable with a short check before your first solo rental. No formal license is required.
-
What is on board?
Every rental includes life jackets and basic safety gear, and the Ensign has a head in the cabin. You bring sunscreen, a hat, water, and soft-soled shoes for the deck.
-
What is the deposit and the total price?
Rentals start at $475 plus fuel and extras, with full payment due at booking. We will explain the security deposit and give you an all-in total when you call (631) 725-5100.
Ready to Take the Helm?
Call (631) 725-5100 or check availability online. We sail out of the Yacht Hampton Boating Center at 51 Pine Neck Avenue in Sag Harbor, from mid-May through the end of September. Summer dates fill fast, so book ahead. When you rent the Pearson Ensign with no captain in Sag Harbor, the whole day runs on your schedule.
Policies
Deposits
Full payment is due at booking. Dates/times can be changed when you notify us in writing of your request >90 days before sailing date. If booking in January, February or March we allow 50% deposit these months. Kindly text any request at time of booking.
Weather & Cancellations
We have a no-rain and small craft advisory policy so we do not set sail if it is currently raining or rain is imminent in the forecast. We also obviously care about your safety, so we will not set sail in inclement weather and during any small craft advisory. We will generally make those decisions 2-hours before sailing time. If our captain decides not to set sail that day, due to rain or if a small craft advisory is in effect, you will have the option to receive a rain date for a period of 28 months. This allows you 3 summer seasons to reschedule. We will apply your payment and you will receive that credit to sail again within the next 28 months.
Once a client books a boat we notify all subsequent inquiries that “the boat is taken and unavailable”. For this reason we do not offer any refund on cancellations. If you cancel a reservation up to 90 days before your sail date, we do allow a no-cost change of date. Inclement weather as stated above is the sole reason for any cancellation.
Please click the “Booking Calendar” link above, check availability, and book away!
Cleaning Fees
Any vessel returned that requires additional clean up will be charged $50.00.
Late Fees
Any vessel returning to dock after the agreed upon return time will be charged $75 and charged $75 again for every hour thereafter.
