Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences
    2. /Things to do in Nantucket…
    3. /Water Activities
    4. /Sailing
    5. /1-Hour Toddler Sailing Lesson in Nantucket
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Resources

    • Travel Guides
    • Experience Gift Cards
    • Help Center
    [email protected]1-877-GREET-WELL

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Product image 1
    Product image 2
    Product image 1
    Product image 2
    Gallery image 1
    Gallery image 2

    1-Hour Toddler Sailing Lesson in Nantucket

    Help your toddler build confidence on the water with an instructor-led sailing introduction

    5.0 stars• 2 reviews

    Duration

    1 hour

    Ideal For

    Up to 3 people

    Includes

    Life jacket, instructor-led sailing

    Highlights

    Introduce your toddler to sailing with hands-on learning from shore to boat. Explore sailing terms, knots, and an Optimist dinghy before heading out with an instructor.

    • Learn basic sailing terms and tie a sailing knot
    • Explore an Optimist dinghy on shore
    • Sail close to shore alongside an instructor
    • Build comfort in and around the boat
    • Practice naming boat parts and steering when weather and comfort levels allow

    Itinerary

    1. Check in at the Jetties Sailing Center and meet your instructor.
    2. Get PFD and closed-toe shoes on.
    3. Spend time on shore getting comfortable in and around the boat
    4. Enjoy sailing and learning!
    5. Check out at the Jetties Sailing Center.

    What's Included

    • Life jacket
    • Sailing instruction

    Important details

    • Ages 2–4 only
    • A life jacket is mandatory
    • Wear a bathing suit and closed-toe shoes suitable for water
    • Caregivers may join the onshore portion but cannot join the sailing portion
    • Arrive on time; availability is not guaranteed if you are more than 15 minutes late
    • A credit card and acceptance of the waiver, terms, and cancellation policy are required

    Cancellation Policy

    Cancel or rebook 49+ hours in advance for a full refund; no refund within 48 hours or for no-shows. Full refund if Jetties Sailing Center cancels due to weather or unsafe conditions.

    Product ID: NSR239

    FAQs

    Have your toddler arrive wearing a bathing suit (on already). Bring a rash guard top, closed-toe shoes that can be worn in and out of the water (mandatory), a towel, warm dry clothes to change into, and a snack and water bottle for after the lesson.

    You must wear a life jacket. One is provided, and you can also bring your own (either a Type III U.S. Coast Guard-approved vest or a U.S. Coast Guard-approved swim-aid by Body Glove). You can also bring a floatie or personal flotation device; one will be provided if you don’t have one.

    You can join the onshore portions of the lesson, but you can’t join the sailing portion. Plan to watch from shore while your toddler sails with the instructor.

    Meeting details

    Jetties Sailing Center, Bathing Beach Road, Nantucket, MA 02554

    Experience provided by Nantucket Community Sailing - Jetties Sailing Center

    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

    Toddler

    $132.50

    2-4 years old

    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

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    What people are saying

    Review 1 of 1
    5/5

    Absolutely loved sailing here! Staff is so great and the rentals are really high quality!

    Photo of Emma McGrath

    Emma McGrath

    June 19, 2019

    Review 1 of 1
    5/5

    Absolutely loved sailing here! Staff is so great and the rentals are really high quality!

    Photo of Emma McGrath

    Emma McGrath

    June 19, 2019

    Great for groups

    21' Boston Whaler Boat Rental in Nantucket
    Boat RentalsUp to 8

    21' Boston Whaler Boat Rental in Nantucket

    Rent a 21 ft Boston Whaler for cruising or fishing in Nantucket

    Rent a 21 ft Boston Whaler for cruising or fishing in Nantucket
    4.2 • 30 reviews
    $1,108/ boat
    Nantucket 22' Center Console Boat Rental
    Boat RentalsUp to 8

    Nantucket 22' Center Console Boat Rental

    Cruise, fish, and relax aboard a spacious 200hp Whaler

    Cruise, fish, and relax aboard a spacious 200hp Whaler
    4.2 • 30 reviews
    $1,179/ boat
    Nantucket 24' Boston Whaler Boat Rental
    Boat Rentals

    Nantucket 24' Boston Whaler Boat Rental

    Explore Nantucket waters on a spacious 275-hp boat for up to 9 people

    Explore Nantucket waters on a spacious 275-hp boat for up to 9 people
    4.2 • 30 reviews
    $1,330/ boat

    Nearby activities

    Historic Nantucket Guided Tour
    Historical Tours

    Historic Nantucket Guided Tour

    Hear Nantucket’s Quaker and maritime stories at landmark stops

    Hear Nantucket’s Quaker and maritime stories at landmark stops
    4.8 • 81 reviews
    $48/ person
    Historic Guided Tour of Nantucket
    Historical Tours

    Historic Guided Tour of Nantucket

    Trace Nantucket’s Quaker and maritime past on a private narrated ride

    Trace Nantucket’s Quaker and maritime past on a private narrated ride
    4.8 • 81 reviews
    $37& up
    Nantucket Craft Beverage Tour And Tasting
    Culinary Tours

    Nantucket Craft Beverage Tour And Tasting

    Taste wine, beer, and spirits while learning how Nantucket’s top producers craft each pour

    Taste wine, beer, and spirits while learning how Nantucket’s top producers craft each pour
    4.8 • 10 reviews
    $27/ person
    4-Hour Private Inshore Fishing Charter in Nantucket
    Private Fishing Charters

    4-Hour Private Inshore Fishing Charter in Nantucket

    Book a spacious, stable 30' custom boat for an inshore fishing trip for up to 6 anglers

    Book a spacious, stable 30' custom boat for an inshore fishing trip for up to 6 anglers
    5.0 • 74 reviews
    $1,272
    30' Private Inshore Fishing Charter in Nantucket
    Private Fishing Charters

    30' Private Inshore Fishing Charter in Nantucket

    Fish Nantucket inshore waters on a spacious, stable 30' custom boat built for up to six anglers

    Fish Nantucket inshore waters on a spacious, stable 30' custom boat built for up to six anglers
    5.0 • 74 reviews
    $1,272
    4-Hour Private Inshore Fishing Charter in Nantucket
    Private Fishing Charters

    4-Hour Private Inshore Fishing Charter in Nantucket

    Fish inshore on a 23' center console skiff built for comfortable rod room and a smooth ride

    Fish inshore on a 23' center console skiff built for comfortable rod room and a smooth ride
    5.0 • 74 reviews
    $897