"Wine & Cheese Cruise"

Skill Level

A gentle evening harbour cruise, and then a cheese tasting affair. Ability to embark upon and disembark sailboat at the dock and, if we stop at the lighthouse, a brief walk around the breakwall and rugged lighthouse grounds.


2 Adults $169
Private Group (8 Adults) $595
13% HST tax included  
Advance ticket purchase required 

US$, CDN$, VISA, MC, Discover and Amex accepted on board.


Featured Packages


Have an unforgettable night on our Thunder Bay Sailing Wine and Cheese Tour. Choose between our scenic sunset cruises and our peaceful twilight harbour cruises. Or try both! Share this truly unique experience with friends and family or a significant other.

Enjoy Thunder Bay from a different and exciting vantage point. The best views of the city are from the water! Our knowledgeable and skilled captains will bring you within feet of major sights. Halfway through our scenic cruise, we’ll set the anchor and you can open your own bottle of wine, sample our assortment of local and imported cheeses from the Cheese Encounter and watch the sunset, or the city lights and stars emerge.

Early Evening Wine & Cheese Sail (Public and Private Tours) 8 PM – 10 PM

Enjoy the sun’s glow, the magnificent views of the Sleeping Giant and the city of Thunder Bay on our “Early Evening Wine & Cheese Sail”. Public Tours for couples Tuesday and Thursdays 8 PM – 10 PM.

Starlight Wine and Cheese Sail (Private Tours) 10 PM – 12 AM

Watch the stars appear and the glow of the city grow as it comes alive. On our “Starlight Wine and Cheese Sail”, depart later and return after dark by the lights of the city.

As the end of summer approaches, start and finish times for the private group charters will vary.


We recommend you bring a cap, windbreaker, camera, sunglasses and sunscreen. Life jackets and PFD are provided. Please bring soft tread footwear only, no hard soles.

Wine is not included on our Thunder Bay Sailing Wine and Cheese Tour.  “BYOB”  (Bring Your Own).  Only one 750 ml bottle per couple. 

This cruise includes an assortment of the best cheeses, crisps, olives and some local chocolates. This cruise also includes all necessary accessories such as goblets and utensils.

At your request, we will post the cheeses that we have chosen for your experience on our Facebook and Twitter accounts. Choose your wine accordingly and we take care of the rest.

We are not licensed to serve you wine. You may serve yourself once the anchor is down.


Trip Length 2 hrs
Passengers 2 - 12
Early evening Wine & Cheese Sail 7:30 PM to 9:30 PM in mid summer
Starlight Wine & Cheese Sail 9:30 PM to 11:30 PM mid summer
Please arrive no later than 15 min before your scheduled time.


Monday 8pm - 10pm, 10pm - 12am for Private Groups
Tuesday 8:00pm - 10:00pm for Two
Wednesday 8pm - 10pm, 10pm - 12am for Private Groups
Thursday 8:00pm - 10:00 pm for Two
Friday 8pm - 10pm, 10pm - 12am for Private Groups
Saturday 8pm - 10pm, 10pm - 12am for Private Groups
Sunday 8pm - 10pm, 10pm - 12am for Private Groups


Wine & Cheese Rain cancellation policy

The cheeses are perishable – if the cruise must be canceled due to rain or lightning we have two options; you may either sit in the boat in our comfortable salon and enjoy your wine and cheese or take your cheese home with you. If you decide to head home, you will receive a credit for a regular harbour tour at a later date.

Weather & Routing

Sail Superior.com reserves the right to change destinations and or routing in the interest of passenger and vessel safety.


Small Craft Advisory: To alert mariners to sustained (more than two hours) weather or sea conditions, either present or forecast, that might be hazardous to small boats. The decision as to the degree of hazard will be left up to the boatman, based on his experience and size and type of boat. The Small Craft Advisory is an advisory in Coastal Waters and Nearshore forecasts for sustained winds, frequent gusts, or sea/wave conditions, exceeding defined thresholds specific to geographic areas. A Small Craft Advisory may also be issued when sea or lake ice exists that could be hazardous to small boats.

Eg. Eastern (Lake Superior, Lake Erie, Lake Ontario) – Sustained winds ranging between 25 and 33 knots (except 20 to 25 knots, lower threshold area dependent, to 33 knots for harbours, bays, etc.) and/or seas/waves 5 to 7 feet and greater, area dependent.

See our full policy here

Group Rates

Group Price (13% HST included)
8 passengers (Private Tour) $595
Additional passengers $75 / person