We're here to help
    Book online or call (650) 414-7338
    1. Local experiences/
    2. Provincetown, MA/
    3. Water Activities/
    4. Sailing/
    5. Sunset Sail at Cape Cod
    Why travelers choose Greetwell
    Curated by our team

    Every experience is selected and approved for quality and safety

    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

    Reserve in minutes with flexible cancellation on most experiences

    Greetwell

    Be a guest, not a tourist.

    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

    Concierge Support

    • Help Center
    • (650) 414-7338
    • Contact our team

    Safe & Secure Payments

    © 2025 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Gallery image
    Gallery image 1
    Gallery image 2
    Gallery image 3
    Gallery image 5

    Sunset Sail at Cape Cod

    Enjoy a relaxing two-hour cruise as daylight fades over the water

    From$65/ person

    Duration

    2 hours

    Ideal For

    Maximum 41 people

    Includes

    Sunset Sail at Cape Cod

    Highlights

    Sail into the evening and watch the sky change color as the sun slips below the horizon. This two-hour cruise offers a peaceful way to close the day on the water.

    1. Sail for approximately two hours timed to sunset
    2. Capture vibrant photos of the setting sun
    3. Relax on deck while the crew navigates
    4. Feel the cool evening breeze on the water
    5. Check calendar for departure times that shift with sunset

    FAQs

    Q: What time do the Cape Cod sails depart?

    A: Departure times varying depending on the day and sunset time. Please select your preferred sail time from the dropdown menu on the booking page.


    Q: Where is the boat located?

    A: The boat is located at 9 Macmillan Wharf, Provincetown.


    Q: Is there parking available near the boat?

    A: Yes, there is a good amount of parking available in the area near Macmillan Wharf.


    Q: Does the boat have restroom facilities?

    A: Yes, the boat has a marine “head” (restroom) aboard for your convenience.

    Cancellation policy

    Full refund or credit with at least 24 hours' notice. Full refund or credit if the operator cancels due to weather or unforeseen circumstances. No-shows are charged the full price.

    Meeting location

    9 Macmillan Wharf, Provincetown, MA 02657

    Experience provided by Bay Lady II
    Experience provided by Bay Lady II

    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 (650) 414-7338

    Reference #EZDNEZ

    Adult

    $65

    Ages 13+

    0

    Child

    $30

    Ages 12 and under

    0

    Senior

    $60

    Ages 65+

    0

    Why book through Greetwell?

    • Greetwell Approved

      This experience meets our quality and safety standards

    • Includes Concierge Support

      Our team is here to help with questions, timing, or special requests

    • Flexible Cancellation

      Plans change? Most experiences offer flexible cancellation

    Search all experiences

    Discover what we've curated for you

    5.0 stars• 35 reviews

    Review summary

    5.0
    Excellent
    35 reviews•Google Maps

    This locally-owned family business has been delighting sailors for over 30 years, and their reputation speaks volumes. Captain Bob and his crew strike that perfect balance of being knowledgeable and professional while giving you space to simply enjoy the experience. Multiple reviewers mention how refreshing it is that the crew doesn't talk non-stop but remains available to answer questions and share their obvious expertise. The 73-foot schooner is spacious and well-maintained, giving you freedom to move around and find your perfect spot, with the bow being a favorite perch once the sails are up. The sunset cruise gets consistent praise as a highlight of Provincetown visits. Bring your own wine, cheese, and snacks to make it special, and keep an eye out for seals near the lighthouse. The two-hour duration feels just right, and the pricing is repeatedly mentioned as very reasonable. One practical tip from a regular: try to book when there's good wind for the full sailing experience. The warm, welcoming atmosphere combined with breathtaking harbor views makes this an experience people return to year after year.

    What people are saying

    Review 1 of 5
    5/5

    We had a really nice and beautiful experience on the Bay Lady II yesterday 7/29/2025 on the 3:30-5:30 cruise. Captain Bob and the crew were so friendly and welcoming! The boat is beautifully maintained. The weather and water were spectacular. Their years of experience and dedication are evident. We really enjoyed the sail! Highly recommend the Bay Lady II!☀️⛵️

    Photo of Jacqui P

    Jacqui P

    July 30, 2025

    Review 1 of 1
    5/5

    We had a really nice and beautiful experience on the Bay Lady II yesterday 7/29/2025 on the 3:30-5:30 cruise. Captain Bob and the crew were so friendly and welcoming! The boat is beautifully maintained. The weather and water were spectacular. Their years of experience and dedication are evident. We really enjoyed the sail! Highly recommend the Bay Lady II!☀️⛵️

    Photo of Jacqui P

    Jacqui P

    July 30, 2025

    Nearby activities

    Thumbnail

    Private Whale Watch Aboard Beth Ann

    $700
    Thumbnail

    Provincetown Evening Harbor Cruise on the Beth Ann

    $450
    Thumbnail

    Sunset Whale Watch Cruise

    $825
    Thumbnail

    Afternoon Sail at Cape Cod

    From$55/ person
    Thumbnail

    Private Whale Watching Charter from Provincetown

    $725
    Thumbnail

    Shared Whale Watch Charter

    From$175/ person