Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences
    2. /Things to do in Traverse City…
    3. /Water Activities
    4. /Sailing
    5. /2-Hour Private Sail in West Grand Traverse Bay
    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 3
    Gallery image
    Gallery image 2
    Gallery image 3

    2-Hour Private Sail in West Grand Traverse Bay

    Charter a private 2-hour sail for up to 6 guests on West Grand Traverse Bay

    5.0 stars• 188 reviews

    Duration

    2 Hours

    Ideal For

    Up to 6 people

    Includes

    Captain and mate, Cork service

    Highlights

    Set out on a private 2-hour sailing cruise aboard a 37-foot sailboat in West Grand Traverse Bay. You’ll sail with a licensed captain and mate and can bring your own beverages.

    • Charter a private sail for up to 6 guests
    • Cruise through West Grand Traverse Bay
    • Meet a licensed captain and mate onboard
    • Bring your own beverages and enjoy cork service for wine
    • Relax on a calm-water bay cruise

    What's Included

    • Licensed captain
    • Mate
    • Cork service for wine brought on board
    • Bottled water
    • Cups
    • Ice

    Things to know

    Please do not use spray sunscreen onboard, as it can make the deck slippery.

    Cancellation Policy

    Full refund if you cancel 72 hours in advance. Cancellations less than 72 hours before your scheduled charter are non-refundable. If your charter is canceled by the operator due to weather or safety concerns, they will work with you to reschedule or issue a refund.

    Product ID: YS34PB

    FAQs

    Bring your favorite beverages, plus lunch and snacks if you want. A cooler and ice are supplied.

    Wear sport shoes or sandals (soft-soled sneakers work well) and bring a jacket or sweater; it can feel 10 to 20 degrees cooler on the water than on land. For colder months, bring a sweater and gloves.

    Yes. You can bring wine onboard, and cork service is included.

    Meeting details

    Center Pointe Marina, 12935 S W Bay Shore Dr., Traverse City, MI 49684

    Experience provided by Two Brothers Sailing Adventures

    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

    Private Charter

    $297.92

    Price includes up to 6 passengers!

    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

    Review summary

    5.0
    Excellent
    188 reviews•Google Maps
    167
    2
    0
    0
    0

    Guests consistently rave about the attentive crews who make these Traverse City sailing trips memorable. Captain Michael, Eugene, Denny, Pete, and other team members get praised repeatedly for being knowledgeable, friendly, and going above and beyond to ensure everyone feels comfortable and safe. They serve drinks, share local lore, answer questions, and even let interested guests take the wheel for a bit. The relaxed atmosphere stands out, with comfortable bean bag chairs on the bow where you can settle in and enjoy the views. The booking process runs smoothly, and the hospitality shines from start to finish. Families appreciate how kind the crew is with children, while couples find these sunset sails perfect for romantic occasions. Multiple guests mention returning for second trips or already planning their next sail, which speaks volumes about the consistent quality of the experience. If you're looking for a laid-back evening on the water with friendly, professional hosts who genuinely care about showing you a great time, this comes highly recommended.

    What people are saying

    Review 1 of 5
    5/5

    We had a “last date before we’re married” and part of it was a sailing trip. It was awesome and a great experience. Absolutely loved it and the captain and his assistant were wonderful. It was one of my favorite sailing experiences I’ve had. Highly, highly recommend it!

    Photo of Lacey Hoffman

    Lacey Hoffman

    September 3, 2026

    Review 1 of 1
    5/5

    We had a “last date before we’re married” and part of it was a sailing trip. It was awesome and a great experience. Absolutely loved it and the captain and his assistant were wonderful. It was one of my favorite sailing experiences I’ve had. Highly, highly recommend it!

    Photo of Lacey Hoffman

    Lacey Hoffman

    September 3, 2026

    Great for groups

    Multi-Day 23' Tri-Toon Rental Delivered Near Traverse City
    Boat RentalsUp to 12

    Multi-Day 23' Tri-Toon Rental Delivered Near Traverse City

    Enjoy 150HP power with delivery to your Michigan lakefront property

    5.0 • 160 reviews
    $1,344/ boat
    24' Pontoon Rental on Lake Leelanau
    Boat RentalsUp to 12

    24' Pontoon Rental on Lake Leelanau

    Choose your own day on the water with a 115-horsepower pontoon

    $392/ boat
    90HP Pontoon Boat Rental in Traverse City
    Boat RentalsUp to 10

    90HP Pontoon Boat Rental in Traverse City

    Cruise the lake on a 90HP pontoon with a spacious rear deck for leisure fishing

    $532/ boat

    Nearby activities

    Traverse City Ghost Walking Tour
    Ghost and Haunted

    Traverse City Ghost Walking Tour

    History, ghost stories, and an optional hands-on ghost hunt

    4.8 • 136 reviews
    $32/ person
    E-Bike Rental in Williamsburg, Michigan
    Bike Rentals

    E-Bike Rental in Williamsburg, Michigan

    Ride premium e-bikes from the TART Trail trailhead in Williamsburg

    4.9 • 689 reviews
    $111/ bike
    6-Mile Rail Bike Tour in Traverse City
    Bike Tours

    6-Mile Rail Bike Tour in Traverse City

    Pedal a custom rail bike through southern Traverse City’s wooded rail lines

    4.8 • 1.9K reviews
    $74/ person
    Leelanau County 5-Hour E-Bike Rental
    Bike Rentals

    Leelanau County 5-Hour E-Bike Rental

    Cruise Leelanau County in comfort on a lightweight e-bike

    5.0 • 228 reviews
    $78/ bike
    Private 2-Hour Sailing Cruise in West Bay
    Sailing

    Private 2-Hour Sailing Cruise in West Bay

    Sail West Bay on a private cruise for up to 6 people

    5.0 • 99 reviews
    $317& up
    25-Minute Smash Room Session in Traverse City
    Axe Throwing

    25-Minute Smash Room Session in Traverse City

    Break 50 items in a protective-gear smash session

    5.0 • 84 reviews
    $116