Sailing

Sailboat Rentals, Sailing School & Private Lessons, Sailboat Charters

Enjoy sailing through some of the most beautiful islands along the Maine coast. The Stonington archipelago is second to none and offers some of the very best sailing in Maine, boasting over 60 islands.

If you have limited experience, haven’t sailed in a while, or are new to the area, we suggest you consider a short lesson to familiarize yourself with the boat and learn about the area. Old Quarry reserves the right to refuse rental equipment to those with insufficient knowledge or ability for the activity in question. To take a boat out you will sign a liability waiver and a rental agreement. You will also pay a security deposit to pay for any damages to the boat.

Before you depart, we will discuss wind and sea conditions, weather, route options, channel crossings, hazards, and ask you to file a float plan with us.

We’ll provide all the necessary sailing gear – pfd, pump, extra line, paddle, anchor, VHF radio, and chart. We’ll assist you in rigging the boat. Depending on the extent of your experience and the weather conditions, we may ask you to stay within a designated area. These boats do not have motors so if for any reason such as lack of wind, fog, running aground, etc. we will come out in one of our tow boats and bring you in at no charge.

SAILBOAT RENTALS

FREEDOM 21′ SAILBOAT RENTALS

Freedom 21′ Sloop: Fixed keel, seats 4 comfortably on stern deck, will accommodate up to 6.

Length: 21′; Beam: 8′; Draft: 3’8″; Fixed keel; Displacement: 1800 lbs; Material: fiberglass; Built: 1983; Rigging: freestanding mast; Type: Sloop (no jib).

RATES:
$125.00/half day 
$190.00/full day 

Renters must prove competency in a sailboat.

CAPE DORY 19′ SAILBOAT RENTALS

Cape Dory

We have 2 Cape Dory 19′ Sailboats:

The Weekender has bunk space down forward. The cockpit seats 4 but 3 more comfortably.

The Day Sailor can seat up to 6 but 4 is more comfortable.

RATES:
$125.00/half day 
$190.00/full day 

Renters must prove competency in a sailboat.

MERCURY 15′ SAILBOAT RENTALS

Sailing

Tommy, our Mercury 15′ Sailboat: Fixed keel, seats 4 or maybe 6 with small kids.

Length: 15′; Bean: 4’4″; Draft: 2’8″; Fixed keel; Material: fiberglass; Built: 1970’s; Mast and roller furler jib.

RATES:
$125.00/half day 
$190.00/full day 

Renters must prove competency in a sailboat.

OLD QUARRY SAILING SCHOOL

BASIC SAILING

Children and Young Adult Classes
10 hours (2.5 hours each day for 4 days)
RATES: $205.00 per student + boat rental. 3 person minimum.

With student/teacher ratios of no more than 4:1, students will learn to steer in a variety of boats that fit their size and skill. Then with an emphasis on Safety, Fun and Learning, you will learn the true life sport of sailing. Our goal is to have each student sailing their own boat within a week.

Adult Classes
6 hours ( 3 hours each day for 2 days)
RATES: $125.00 per student + boat rental. 3 person minimum.

Learn to operate a small sailboat in the protected waters of Webb Cove in a variety of weather conditions. On and off the water lessons will teach you how to safely and efficiently leave a mooring, or dock, maneuver through the points of sail, and return from various angles. You will be introduced to sailing terms, theory, techniques, and hands-on application. No more than 4-5 students plus instructor per boat.

INTERMEDIATE SAILING

Children and Young Adult Classes
5 hours (can do in 1 day or split into 2 days)
RATES: $105.00 per student + boat rental. 3 person minimum.

If you’ve already taken our Basic Sailing class or have had other formal training in sailing, but need additional instruction and practice on the water, you can enroll in Intermediate Sailing. This will combine a review of sailing principles and techniques to gain the confidence you need to be a better sailor. Refine your skills in trimming the sails, reading the wind and water, and developing a better understanding of sailing theory. No more than 4-5 students plus instructor per boat. Private lessons are also offered.

Adult Classes
5 hours (can do in 1 day or split into 2 days)
RATES: $105.00 per student + boat rental. 3 person minimum.

If you’ve taken sailing lessons before or learned how to sail on your own but want time on the water with an instructor to brush up on your skills, this Adult Refresher course will help you do that. Offered each week, you can sign up for one session or several. You will review safety procedures and right-of-way rules, gain more confidence in your sailing ability and more. No more than 4-5 students plus instructor per boat. Private lessons are also offered.

ADULT QUICKY TUNE UP REFRESHER

One hour minimum, two hours is preferable. This is for experienced sailors who are rusty and just need a bit of a refresher to be safe on the water. The instructor will go over the rigging, take you out for a spin, go over the basics, and show you around the area so that you can be safe and feel comfortable.

RATES: $37.00/hour per student + boat rental. 3 person minimum.

PRIVATE LESSONS

We offer personalized training to fit your skill level, sailing interests, and specific needs. Private lessons are available for children, adults, families, teams and special groups from basic to advanced sailing. Reservations required. Lessons are booked in a minimum of 2-hour time slots.

RATES:
1 person: $65.00/hour/person + boat rental
2 people: $45.00/hour/person + boat rental
3 people: $37.00/hour/person + boat rental
4 people: $34.00/hour/person + boat rental

SAILBOAT CHARTERS

PRIVATE SAILING CHARTERS / LESSONS

Sail with one of our qualified captains in the Stonington archipelago. We can accommodate up to 6 people. Bring a lunch and enjoy a beautiful cruise among the islands. Lessons are included on these trips at no extra charge.

Private Sailing Charter: $125.00/hour. This includes the boat and captain.

© Old Quarry Ocean Adventures | Sea Kayaking Outfitter & Oceanfront Campground