Offshore Adventures Chicago

Monroe Harbor

324 Ratings

Value Discount You Save
$220 69% $151
Give as a Gift
Limited quantity available
Over 1,000 bought

In a Nutshell

Daytime or sunset Lake Michigan cruises delight with views of the Chicago skyline; passengers can bring their own drinks and playlists

The Fine Print

Promotional value expires Sep 14, 2014. Amount paid never expires. Limit 3 per person, may buy 3 additional as gifts. Valid only for option purchased. Online reservation required at least 7 days in advance. 7-day cancellation notice required. Must be 21 or older. Must sign waiver. Limit 6 people per boat. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.

Sailors learn to be experts at knot tying, from securing the vessel with a tight anchor hitch to securing the captain after he succumbs to madness and tries to eat his own hook hand. This Groupon is a mutinous bounty.

Choose Between Two Options

  • $69 for a two-hour BYOB sailing cruise for two (up to $220 value)
  • $199 for a private two-hour BYOB sailing cruise for six (up to $660 value)

Cruises accommodate up to six people. The tour for two will be paired with up to four additional passengers.

Guests embark on a choice of the skyline or the sunset cruise. The cruises run Monday–Friday at 3 p.m., 5:30 p.m., and 8 p.m. and Saturday and Sunday at 10:30 a.m., 1 p.m., 3:30 p.m., 6 p.m., and 8:30 p.m. Both cruises follow a choice of three routes, all of which showcase Lake Michigan’s views of the Chicago skyline. Flatware, cups, plates, ice, and napkins are provided, as well as a cooler for beverages brought on board; passengers can also play their own music. For more information, see the FAQ page.

Offshore Adventures Chicago

The 35-foot Alpha Puppy and the 30-foot Sundog could be the names of two extremely long dachshunds, but they're actually the two boats comprising Offshore Adventures Chicago's fleet. Captain Rick, a USCG Master Captain, helms the boats on the company's Lake Michigan cruises, with routes that highlight views of the city's skyline. As he steers, passengers enjoy beverages they brought along and listen to their personal playlists rather than the music of a nearby seagull pecking its xylophone. During the summer, twice-weekly night cruises augment the typical cruise selections and offer spectacular views of the city's fireworks displays.

Customer Reviews

324 Ratings

We loved the experience and Captain Conner!
Shikhar · September 18, 2016
We had a sunset cruise, Ann was our captain and between the unbelievable skyline, Ann was a total joy! Can't say enough great things that our 4 party cruise experienced. Ann was very informative and enjoyable. Highly recommend Offshore Adventures! Seeing the city from a different perspective off Lake Michigan, is a definite must! Thank you Ann!
Wendy M. · September 18, 2016
I thought our captain Conner was very nice. Enjoyed ourselves. Thanks.
Barbara A. · September 12, 2016
Merchant Location Map
  1. 1

    Monroe Harbor

    400 E Monroe St.

    Chicago, IL 60603


    Get Directions

Bring along your own bottle of wine or beer to enjoy
Impress your date with romantic restaurants and activities for two
15% Bonus Savings
Get an extra 15% off local restaurants, spas, salons, and more to use within 48 hours of your Goods order! See details
By purchasing this deal you'll unlock points which can be spent on discounts and rewards. Every 5,000 points can be redeemed for $5 Off your next purchase.
Please select an option to add / remove from wishlist