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No tie-ups: 39' Sailboat, Catalina 380 with huge cockpitNo tie-ups: 39' Sailboat, Catalina 380 with huge cockpitNo tie-ups: 39' Sailboat, Catalina 380 with huge cockpitNo tie-ups: 39' Sailboat, Catalina 380 with huge cockpit

No tie-ups: 39' Sailboat, Catalina 380 with huge cockpit

With Captain

EVERY QUOTE we provide INCLUDES TIP, nothing more to pay. Join us aboard our magnificent 39' Catalina 380, a perfect choice for friends and family looking to enjoy the beautiful shores of Chicago. With a spacious and inviting cockpit, this sailboat is designed for comfort and relaxation. The generous foredeck space allows for sunbathing, while we glide along the shoreline or head a bit further out for a memorable adventure. Sailing with us means experiencing the stunning views of the Chicago skyline from a unique perspective. Whether you're looking to anchor at the playpen for a refreshing swim or enjoy a leisurely cruise, our Catalina provides the ideal setting for unforgettable moments. We have plenty of space onboard for up to 12 guests, ensuring everyone can sit back, unwind, and soak in the sights and sounds of our splendid lake. The price covers not only the beautiful boat but also our friendly captain, who will guide you on a fantastic outing. As part of your experience, feel free to bring your own food and drinks to enjoy while we sail. Don't miss out on this opportunity to create lasting memories on the water. Reserve your spot today for an unforgettable journey with us!

Martin

Martin

30 total bookings
Capacity
12 guests
Sailing
Sloop

Reviews

4.8 (5 reviews)
  • Listing Accuracy

    Awesome
  • Departure & Return

    Awesome
  • Vessel & Equipment

    Awesome
  • Communication

    Awesome
  • Value

    Good
  • Itinerary & Experience

    Awesome
  1. JM

    Julie

    Great vessel. Everything we needed! Amazing deck hand and Captain (Georgia and Matt). They made our air and water show experience incredible!

  2. DC

    Derek

    Martin and his vessel were very well kept. The list of captains provided were very professional and polite. Martin was very prompt with communication and worked with each change needed through the process of scheduling the trip. I would very much so recommend him and his services. The trip was a success and enjoyable

  3. SA

    Shannon

    Martin's boat is great for a day on the water! It fit 12 of us comfortably. We were able to go from Belmont Harbor to the Playpen with plenty of time to swim and relax before having to head back. Also, Captain Matt and Jamie were awesome! They were looking out for both our fun and safety the whole time we were on board which was greatly appreciated.

  4. Keith
    Keith

    Definitely a bucket list adventure, clear water, spectacular views. Great way to see the amazing Chicago skyline, thank you Captain Charlie and Martin.

  5. Carlos
    Carlos
Martin

Martin

30 total bookings

That's Judge Smails from Caddy Shack in the picture by the way...

Features & Details

Make
Catalina
Model
380
Length
39ft
Year
2001
  • Bluetooth
  • Sailboat
  • Charter
  • Toilet
  • Full Bath
  • Radio

Approximate Location

You’ll get directions to the departure location when you make a booking.

The boat's approximate location on a map
Approximate Location

Cancellation Policy

80% refund up to 60 days prior.

Additional Terms & Information

Bareboat: This is a bareboat charter as defined by the USCG, and Charterer is being given full possession and control of the vessel. Though a list of pre-vetted qualified captains to choose from may have been supplied, no captain was assigned by the owner. Charterer understands that they have the right to hire any captain who meets the qualifications (USCG OUPV or better with great lake endorsement or better, member random drug test program, passed CSC checkout), and may dismiss the captain in favor of another captain, so long as the vessel always has a captain meeting the requirements during the time of the charter (at no point may the vessel be without a captain meeting the requirements during the charter). All fees are being paid by Charterer and only the Charterer, and Charterer has not required that any guest provide any consideration to participate. The owner has liability insurance for the vessel, and Charterer is not required to purchase any additional insurance but may do so if they wish. Charterer understands that they are responsible for any damage that Charterer or their guests may negligently cause, or as the result of an accident. Charterer understands that the vessel is to be examined upon delivery and return by the CSC or their representative. The costs, date and times of this charter, fuel costs, purchased provisions, are specified in the confirmation email, said email to be considered a part of this agreement. Change Fees: If owner cancels your charter (not if Charterer cancels, but if owner cancels), there is no charge, your deposit is refunded, and there is no future obligation. All cancellations, rescheduling of date and/or times, changing group size or boat class, are considered changes and will incur change fees which cannot be waived. All change fees are the greater of the below listed percentage of the full charter cost, or their listed minimum. Change fees cannot be waived regardless of circumstance. Special events (*see dates below) have double the change/cancel fee and double the minimums. Change fees for Changes or Cancellations for Charters are (not to exceed cost of charter): $100 – for cancellations at least 30 full days in advance of scheduled charter 15% ($100 minimum) – for cancels/changes at least 14 full days in advance of scheduled charter 30% ($250 minimum) – for cancels/changes at least 10 full days in advance of scheduled charter 50% ($250 minimum) – for cancels/changes at least 7 days in advance of scheduled charter 75% ($400 minimum) – for cancels/changes at least 12 hours in advance of scheduled charter 100% – for cancels/changes less than 4 hours in advance of scheduled charter, or no shows Weather Policy:  In general, charters are not cancelled in advance of charter time regardless of advance or hourly forecast due to the dynamic nature of the weather. Should owner cancel your charter, there is of course no charge for the time you were waiting. At the time of the charter, owner will decide if your charter will be cancelled or delayed due to current conditions and approaching systems. owner will use the current and predictive radar, as well as the marine forecast and conditions to determine if we will sail. While the weather forecast may say there is a high chance of rain (even on an hourly basis), this is very broad and may not affect the time of your charter or the area where you may sail. Owner  does not cancel charters for scattered showers but does cancel for persistent rain. owner will not allow a charter to begin during an electrical storm or other severe conditions as owner sees fit, or if owner believes that such approaching conditions will be unavoidable during a charter by altering course or returning to harbor. You will be notified the moment the decision is made if owner determines that the charter should be delayed or cancelled, but this decision may sometimes not be made until departure time. If a charter has not been delayed or cancelled, and you do not show for your charter when conditions do allow for a reasonable sail (scattered showers or less), this will be considered a no-show and the no-show fee will apply. Charters delayed due to weather will still have the full duration of the sail should the weather conditions allow. Example: If your charter is scheduled from 9am12pm and it stops raining at 9:45am and looks like it will stay mostly clear, owner would consider 9:45am-12:45pm the start and end times of the charter, and charge for the full 3-hour duration. Special Events and reservations longer than the standard 3-hour charter, may not be cancelled by owner even if owner anticipates some more inclement conditions for some short periods that are not expected to persist. Charters on Air Show Fri-Sun between 9am and 5pm will not be cancelled for showers if planes are still flying (but will be delayed for electrical storms). For all charters, owner  reserves the right to cancel charters if owner believes that the conditions are not suitable, even if Charterer and the captain believe they are. If owner cancels the charter (not if Charterer cancels or no show), payments will be refunded and there is no future obligation

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