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    1. Local experiences
    2. /Things to do in Barrington…
    3. /Water Activities
    4. /Sailing
    5. /Weekend Sailing Cruise From Barrington to Block Island
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    Weekend Sailing Cruise From Barrington to Block Island

    Sail a 42-foot boat to an island while you build skills with an instructor

    4.9 stars• 67 reviews
    From$1,150/ cabinincl. taxes and fees

    Duration

    Two 7 Hour Days

    Includes

    Meals, Soft drinks, Moorings

    Highlights

    Spend a weekend on a 42-foot sailboat and join the crew as you practice real coastal sailing with an experienced instructor. You may sail toward Block Island or Cuttyhunk Island, depending on the plan.

    • Meet your group at 7 PM on Friday in Barrington
    • Take the helm and practice sail trim as an active crewmember
    • Build navigation and decision-making skills with instructor guidance
    • Experience life onboard with 3 cabins and two heads
    • Share galley duties and meals with fellow sailing enthusiasts

    What's Included

    • Instructor-guided sailing on a 42-foot sailboat
    • Food onboard Saturday and Sunday
    • Soft drinks
    • Moorings and marina costs at destination
    • All onboard expenses

    Things to know

    Ages 16+ only. Bring your own sleeping bag and towel. No black-soled shoes.

    Cancellation Policy

    Classes run rain or shine unless conditions are unsafe. If weather cancels, you’ll be rescheduled or get a refund of tuition (non-refundable fees/books excluded). Cancel 14+ days before start for refund. Within 14 days, tuition is non-refundable. Minimum enrollment is 3 students.

    FAQs

    No. This program is open to everyone, including people with some sailing experience, sailors who want to practice after ASA 101/103 (American Sailing Association courses), experienced sailors who want a refresher, and anyone who wants to enjoy sailing in Narragansett Bay.

    This is a learning experience with a sailing school, not a charter. You join as an active crewmember and help with sailing and galley duties.

    You get food onboard for Saturday and Sunday (breakfast, lunch, and dinner) plus soft drinks. If you want to have dinner on shore, book a table and inform the captain.

    Meeting details

    101 Narragansett Ave. Barrington, RI US 02806

    Experience provided by Narragansett Sailing
    Experience provided by Narragansett Sailing

    Related locations

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text 1-877-GREET-WELL

    Report an issue

    Reference #JZ7B6W

    Cabin for one person

    $1,150.10

    Provisioning will be added for 1 person

    0

    Cabin for 2 people

    $1,256.10

    Provisioning will be added for 2 people

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

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      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    4.9
    Excellent
    67 reviews•Google Maps
    64
    2
    0
    1
    0

    Phil and Emilie, the owners, have built something genuinely special here. Reviewers consistently call out their hands-on involvement, patience, and real enthusiasm for helping students grow in confidence. The instructor roster runs deep too, with names like Caity, Steve, Rob, and Jen earning repeated praise for their ability to break down complex material and adapt to different learning styles. The course catalog is unusually broad for a sailing school, covering everything from ASA certifications to marine diesel, electrical systems, sail making, and women-only classes. The diesel courses are a particular standout, with students frequently mentioning that hands-on engine teardowns gave them a level of understanding no book could replicate. Small class sizes come up often as a real advantage, keeping the experience personal and focused. Ratings here are about as close to perfect as you'll find, and the consistency across different course types suggests this isn't just a one-trick school. If you're somewhere on the sailing spectrum between complete beginner and experienced skipper looking to sharpen specific skills, this place seems genuinely worth the trip.

    What people are saying

    Review 1 of 5
    5/5

    I spent the last three days with three women students and our wonderful instructor , Jen , learning ASA 101. We had wonderful weather ( mostly) we had heat ( yikes, over 90 degrees), wind , some rain and a day with barely any wind, but accomplished so much. I came away feeling so much more confident and enthusiastic about sailing. I will be taking another class. The idea of an all “ women’s class” is great and it was very enjoyable to meet others. To Phil and Emily the owners, thank you ! Your kind patience , honest enthusiasm to help others learn sailing, well , all things sailing , is so appreciated. I found you were very engaged with students, always ready with some instruction with a smile and good sense of humor. Thank you so much!!

    Photo of Margaret Hardy

    Margaret Hardy

    May 21, 2026

    Review 1 of 1
    5/5

    I spent the last three days with three women students and our wonderful instructor , Jen , learning ASA 101. We had wonderful weather ( mostly) we had heat ( yikes, over 90 degrees), wind , some rain and a day with barely any wind, but accomplished so much. I came away feeling so much more confident and enthusiastic about sailing. I will be taking another class. The idea of an all “ women’s class” is great and it was very enjoyable to meet others. To Phil and Emily the owners, thank you ! Your kind patience , honest enthusiasm to help others learn sailing, well , all things sailing , is so appreciated. I found you were very engaged with students, always ready with some instruction with a smile and good sense of humor. Thank you so much!!

    Photo of Margaret Hardy

    Margaret Hardy

    May 21, 2026

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