1. 37' Jeanneau Cruising Sailboat Fully Certified Captained Charter in Chicago
  2. 37' Jeanneau Cruising Sailboat Fully Certified Captained Charter in Chicago
  3. 37' Jeanneau Cruising Sailboat Fully Certified Captained Charter in Chicago

37' Jeanneau Cruising Sailboat Fully Certified Captained Charter in Chicago

25 reviews
46 bookings

Join us on our Jeanneau Sun Odyssey 37 cruising class sailing yacht with a licensed captain and first mate for a memorable experience: - Bathroom onboard - Stereo surround sound speakers with iPhone/Android connection - Fridge, fully stocked kitchenware - Anchoring in the playpen or Monroe Harbor for swimming - Swim platform with ladder-noodles, life-jackets and floats - Complimentary beverages and snacks or BYO food and drinks (alcohol allowed)  - Depart and return from Monroe Harbor in downtown Chicago - Skyline views of the Loop, museum campus, Navy Pier and Chicago Lighthouse If you have any questions, we can answer those through GetMyBoat’s messaging platform before you pay. Just hit, “Request to Book” and send us an inquiry for a custom offer. Groups larger than 6 passengers please send an inquiry for custom pricing.

Captain is included.
A captain is provided by the listing owner to host and operate the trip.
6 guests

Owner:Cait and Greg

We are avid sailors and enjoy sharing our passion for sailing with travelers and locals! For us, sailing offers adventure, relaxation, and the discovery of new places and people. There is no better place in the world to combine the thrill of sailing with views of a world class skyline. Greg holds a Master Captain’s license from the US Coast Guard, and Cait is a local architect focused in skyscraper design. Our boat is fully licensed as a commercial passenger vessel and operates under the highest safety standards as monitored by the US Coast Guard.

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April 2021
May 2021
June 2021
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25 reviews

5.0 out of 5!

  • Listing Accuracy

  • Departure & Return

  • Vessel & Equipment

  • Communication

  • Value

  • Itinerary & Experience

16 photos have been added by reviewers who booked this listing.
  1. AS

    Chartering with Cait and Greg was a great experience, be it the back and forth during booking or the actual sailing. The boat was perfect for our group of 6 for a fun summer weekend experience. Both of them are welcoming and warm hosts. For the ones hesitant due to COVID, the boat was very clean and felt safe. Highly recommend booking!

  2. BG

    Gregg was a great Captain with a very nice boat. He was enjoyable to be with and highly recommend him as your captain! On time with great communication skills.

  3. CL

    Greg has great sailing experience and passion. I'd never done sailing before, and sailing is definitely a must do activity in the Chicago summer. Doing it during the sunset time was awesome, as we were able to experience 3 different Chicagos: daytime, sunset and night Chicago.

  4. AP

    Loved it. I would recommend them to anyone and everyone who wishes for a lovely evening with the loved ones with friendly service and great ambience. Greg and Cait Thankyou for making our experience a memorable one.

  5. KM

    Really fun couple & super friendly. Couldn’t have asked for more!

Features & Details

  • Wi-Fi
  • Life jackets/required safety gear
  • Bar
  • Fishing gear
  • Galley Stove & Oven
  • Cabin
  • Toilet
  • Wheel steering
  • Bimini
  • Inboard Engine
  • Autopilot
  • CD Player
  • Chart Plotter
  • Dinghy
  • Dodger
  • Single Engine
  • Fuel type: Diesel
  • Inverter
  • Berth
  • Head

Approximate Location

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

The boat's approximate location on a map

Cancellation Policy

Full refund up to 1 day prior.

Additional Terms & Information

- In the event of severe weather bookings will be cancelled and fully refunded.  - Customer must sign a waiver prior to departure indemnifying company from injury, illness, or loss of personal property during the tour - Prior to departure a safety informational speech will be given to all customers - (2) guest minimum for all bookings

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