PREPARATION & RULES OF CONDUCT:

  1. THE BOAT WILL NOT TIP OVER. The boat is designed to lean a little to one side (“Heeling”), but will not ‘tip over’.  The keel weighs 2800 lbs and balances the boat.  First time sailors experience this for the first time, and we like them to know what’s happening and why.  It’s normal for a sailboat to lean to one side under sail.
  2. WEATHER: Check the Weather Links in the navigation menu for current and forecast temperatures, wind and wave conditions, wind speed, radar maps, and sunset/moonrise times.  Marine forecast is very accurate.  Winds from the South, West, or Southwest are least wavy lake conditions.  If winds are forecast out of the North and East, the lake will be more wavy if winds exceed 15 kts.  (Please see  “RAINCHECK & CANCELLATION POLICY” for a detailed description of our weather related cancellation/rescheduling/refund policies.)
  3. WHAT TO WEAR: Lake temperatures are 10-15 degrees cooler than land. An extra layer or two – a light jacket or fleece, pants, and non-marking shoes (no black soles, no heels) are recommended. Skirts are not recommended. “Skorts” preferred. Sailing is a water sport.  Please bring a light jacket for protecting from the occasional splash or sprinkle. It is important to remain warm and dry.
  4. SUN PROTECTION and SPRAY-TAN:  The vessel has a sun shade above the cockpit seating area and we provide SPF 50+ sunscreen, hats, visors, and extra sunglasses if you have forgotten yours.  Also, please refrain from joining us with spray tan that can rub off on our decks.  A gracious thank you in advance for your thoughtful consideration of our time and vessel maintenance. 
  5. MAX PASSENGERS: Please remember 6 is the maximum number of passengers in your private group.
  6. TRAFFIC: Plan accordingly. Soldier Field, Museum Campus, and Northerly Island are busy areas during the Summer. Click Here to see Map of Burnham Harbor.  We provide one free parking pass at Burnham Harbor. Please email us about the availability of a second one. A cab, bicycle, or public transit are often better options. If you can to Soldier Field or the Museum Campus, you are within a 5-10 minute walk to Burnham Harbor (Dock N).  You know you are walking to DOCK N when – from the Harbor Master’s Office, Lake Michigan and the boats are on your left as you walk.  DOCK N IS THE 4TH PIER ON THE LEFT FROM THE OFFICE.  Also – there is a Divy Bike station on the far South end of the Harbor where you can park a Divy Bike.
  7. If your are Ubering, you can avoid the “Uber-Adventure” if you make sure the driver is taking you to “Burnham Harbor”.  If you do not see boats when you are dropped off, you have been dropped at the wrong location.  Please use the maps we provide on our “Location” page for specific details on the location.
  8. FOOD AND DRINK: We provide ice, cups (Yeti-tumblers), plastic utensils, plates, napkins, and an ice chest/cooler. Please avoid rolling coolers, large open platters, pizza boxes or shopping bags full of groceries.  If it comes in a bag, a wrapper, or a small cooler, it probably is a terrific choice for a snack.
  9. PLEASE DRINK RESPONSIBLY: The safety of your party, our vessel, and our Captains is our highest priority. — Please no RED WINE or wine bottles.  A champagne bottle is okay (as these are very hard to break).  Please no hard liquor.  We are sailing and ask that you remain in control at all times.
  10. BATHROOM: There is a ‘Head” on board.
  11. MUSIC: There is an iPod/iPhone music hook up for the stereo.
  12. NO GLASS BEER OR WINE BOTTLES. A champagne bottle is okay. (see #9 above again)
  13. NO SMOKING of any kind is permitted during your charter.
  14. NO ILLEGAL DRUGS are permitted on board.
  15. NO FIREARMS are permitted on board.
  16. SWIMMING: Generally not permitted. Only at the sole discretion of the Captain.
  17. ARE CHILDREN ALLOWED? Yes, when accompanied by their parent or legal guardian. You must call or email us in advance to let us know how many children will be joining the charter. Children must be able to stand and balance on their own.
  18. ONBOARD BEHAVIOR POLICY. Passengers are asked to comply with all reasonable requests from the Captain to maintain safety and order on the vessel. Disruptions or damage to the vessel shall terminate the charter without a refund and may result in additional charges to the charter group for such damages.
  19. NO SHOWS. After 30 minutes after the start of any charter time, the charter shall be marked a “No-Show” and are not eligible for a refund or reschedule.
  20. WAIVER: You will be asked to sign a general liability waiver prior to the vessel leaving the dock.
  21. GRATUITY: Yes, it is customary to tip your Captain.
  22. RAINCHECK/CANCELLATION/REFUND POLICY: CLICK HERE
  23. ABOVE ALL: ENJOY SAILING!
The Salty Dog Sailing Co.
Excellent
4.9
Based on 180 reviews
Carolyn Howe
3 days ago
We had such an amazing evening with Salty Dog Sailing Co.! Captain Kirk and Woody are so friendly and made our first time on Lake Michigan an experience we will never forget!! We’re so grateful Captain Kirk shared his beautiful sailboat with us - We would absolutely book again and highly recommend to anyone considering!
John Shave
4 days ago
Amazing Captain Kirk and dog Woody is a hoot!! Highly recommend the best experience ever for family and groups! JTS Naples, Florida
Sandy Pazerunas
5 days ago
Fireworks sail with Captain Kirk exceeded our expectations !! Unique and special experience on beautiful Lake Michigan. We will book again.
Bryan Kolpacke
1 week ago
My wife and I had an amazing time sailing with Captain Kirk and Woody. Best charter in the greater Chicago area. If you see any reviews less than a 5 star, they are most likely a scam or jealous competitors
Megan Homme
2 weeks ago
Second time sailing with Salty Dog and can’t recommend enough!
Harneet
3 weeks ago
Melissa Ronan
3 weeks ago
We had an awesome experience with Captain Kirk and Woody! My kind of sailing - very adventurous! Definitely recommend for people that want a more exciting type of sailing charter and would do it again if I’m in town!
Marko Sozansky
4 weeks ago
Nice and cozy experience, recommended. Capital is very professional and kind. Woody is so calm and well mannered so it all makes trip really fun
Imran Khan
1 month ago
আচপেন would পর্বে 1 মিনিটপরে
Mike Nolan
1 month ago
Had a great afternoon with Salty Dog Sailing on Lake Michigan in Chicago. The boat was clean and in ship shape, and Captain Kirk provided a sailing adventure we'll always remember. A great way to celebrate a special day with our family.
Jessica Trunnell
1 month ago
We had a great time on our sailing cruise with the Salty Dog! Captain Kirk was welcoming, knowledgeable and a wonderful guide. We would go again next time we’re in the Chicago area!
Gwendolyn W
1 month ago
10/10 experience. The boat is perfect: there is a great shady seating area near the captain but also a wonderful front of the boat to sit out on with your group. My husband and I sat out there the whole time and it was very comfy. It was amazing to feel like you are just floating by on the water feeling the breeze and seeing the beautiful shore line go by. The railing around the edges gives an added sense of safety. The captain was excellent: clear communication and instructions before hand (regarding parking, safety, etc) and very friendly and informative during the trip. He provided us with a cooler for our beverages, sunscreen, water, etc and made sure our stuff stayed secured and dry. Woody the dog was with us on the boat and its lovely to see how happy he is in his many shady beds and in the air conditioned cabin. I've never been sailing before but after this Im excited to go again!
Laura Atseff
1 month ago
This past week, we hired Captain Kirk for a sunset sail with our best friends who were in town from Italy. This was our second sail on the Salty Dog and it was amazing! Captain Kirk charted out the perfect route to see the Chicago skyline and beautiful sunset from many vantage points. To enhance our experience even more, he told us that on Wednesday and Saturday nights, fireworks are launched from Navy Pier and would we like to extend our sail? We were so grateful for his suggestion and gladly agreed to more sailing time with him. Thank you Salty Dog! We can’t wait to book our next sail! ⛵️
Larissa Fain
1 month ago
After moving to Chicago six years ago and never having experienced any sailing, we finally decided to try sailing on the beautiful Lake we see every day from our windows. We found Salty Dog Sailing online with many positive reviews. Scheduling the appointment online is very easy, and the website offers a lot of information including very clear directions to the dock at the marina. Captain Kirk is very welcoming (including his trusty four-legged first mate, Woody) and has years of experience which will put the most nervous of passengers at ease. The boat is lovely and comfortable and the two-hour trip flies by. We would highly recommend this pleasureful and relaxing experience and are looking forward to returning for another sail very soon. Thank you Kirk for a memorable afternoon!
Md Siam
1 month ago
Lucy Unger
2 months ago
My family & I thoroughly enjoyed learning all about sailing and experiencing the expertise first-hand of Captain Kirk! We had a beautiful Sunday morning excursion and loved every minute of it!
Mary
9 months ago
Thank you Captain Kirk & Woody for an incredible sailing experience. Your professionalism, knowledge & safety-first handling of the cruise was second to none. We appreciate how thoughtfully you accommodated us and made our cruise so very thrilling and gratifying. We are looking forward to booking you again.
WhoDat2001
9 months ago
great sunset cruise experience.
Danielle Robnett
9 months ago
Had a great time sailing with Captain Kirk. Lake Michigan was beautiful and seeing the city from the water was peaceful, even during a protest. Make sure to give Woody lots of pets and love!! He is a sweet boy!
T G
10 months ago
Beautiful boat and dog, with an experienced captain.
Andrea Arango
10 months ago
Captain Kirk was great and made our first time sailing a good experience. He was responsive and flexible with out booking which made our lives a lot easier. Highly recommend booking a charter with this company.
Douglas Rever
10 months ago
We had a great experience with Capt Kirk and Woody! Capt Kirk was very informative on Lake Michigans weather and water habits and runs his boat very smoothly and safe. Peony (his boat) is very clean and comfortable to ride on and he has years of experience! We will definitely go out again with Kirk and Woody!
Emily Drevdahl
10 months ago
We had a great experience with Kirk! He was very experienced and kept his boat very clean. We had a great time and would recommend to anyone!!
Ali Brewer
10 months ago
Had a wonderful couple hours with friends, capt. Kirk and Woody. Beautiful boat, super professional staff. Really enjoyed it!