Weekends to the islands
Sail Away Weekend Adventures
You have free time for the weekend and you want a coastal sail? Join one of our weekend coastal cruises aboard a comfortable 42’ sailboat.
- Sail to Block Island or Cuttyhunk
- Guided with one professional skipper
- Perfect mix of skill building and pure enjoyment
- No test, no pressure, just fun
- You need ASA 101 to enroll
We sail to nearby gems like Block Island or Cuttyhunk, giving you a real cruising experience while sharpening your skills at the helm, on deck, and even in the galley.
How does Sailing Weekends work?
This isn’t a charter—it’s a learning experience. As a sailing school, we welcome you aboard as an active crewmember, not just a passenger.
- Sail a 42 feet boat with 3 cabins and two heads
- Take the helm
- Trim sails
- Participate in decision making and navigation
- Lend a hand in the galley
- A mini-cruise, full of fun
When and where?
- Book a cabin for yourself or for two persons
- Meet at 7pm on Friday evening in Barrington, RI for a first night on board
- Depart on Saturday early morning
- Spend the night at anchor or mooring at your destination
- Return on Sunday around 5pm at the marina.
What’s included?
- All onboard expenses
- Food on board for Saturday and Sunday (Breakfast, lunch and dinner),
- Soft drinks and glasses of wine (with moderation)
- Moorings and marina costs at destination
Who can join and when?
This program is open to everyone:
- People with some sailing experience
- Sailors who want to practice after ASA 101, 103
- Experienced sailors who need a refresher
- Whoverer wants to enjoy sailing in Narragansett Bay
- When: Afternoons from 1pm to 5pm
How does it work?
It is very simple, you just need to show up and we take you on board for an afternoon of fun and sailing practice on the water.
Your instructor will listen to you and set up a sailing program to help you practice as best as possible. Most of the time, you will be able to perform:
- Cruise planning (navigation, float plan)
- Sail trimming, jibing and tacking
- Mooring and/or anchoring
- Practice dinghy rides and outboard motor
- Docking departure and arrival
- Steering the boat, use the auto-pilot
- COURSE OVERVIEW -
Weekends to the islands
2.5 days
42” boat with a wheel
4 crew max per boat
Cabin for 1 or 2 persons
Starting at: $985 per cabin
Package Option
ASA 101 Basic Sailing
Price: $955
ASA 101 Basic Sailing
Price: $955
Related Courses
ASA 103 Basic Cruising
30’ boat with a wheel
4 students max per instructor
Women only courses available
3 Days - 9am to 5pm
Starting at: $990
ASA 104 Intermediate Cruising
35’ or 42’ boat with a wheel
4 students max per instructor
Women only courses available
3 Days - 2 nights on board
Starting at: $1495
ASA 101, 103, 104 Package
30’, 35’ or 42’ boat with a wheel
4 students max per instructor
15% discount included
9 Days - 2 nights on board
Starting at: $2925
TESTIMONIALS
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Frequently Asked Questions (FAQ)
What is the Cruising Weekend to the Islands?
A two-day sailing getaway to destinations like Block Island or Cuttyhunk, focused on real cruising experience, navigation, and enjoying life on the water
Who is this trip for?
Perfect for sailors with some experience who want to build confidence cruising, sail longer distances, and practice real-world decision-making—without the pressure of an ASA course.
Is this an ASA certification course?
No. This is not a certification class. There are no exams—just hands-on cruising, learning, and sailing for fun.
What will I learn during the weekend?
You’ll practice passage planning, sail trim, anchoring or mooring, docking, and onboard routines—exactly how cruising works in real life.
Why join a cruising weekend instead of a class?
: Because cruising is about experience. These weekends combine learning, adventure, and camaraderie, while sailing to iconic island destinations.
Will I have time to enjoy the destination island?
Yes you will have a chance to go on-shore and walk the islands but time may be limited if we arrive late on Saturday evening. It all depends on the weather and the wind.
