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CategorySailing Boating
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Landmark Cruises Inc..

Sightseeing and dining cruises of Georgian Bay and the 30,000 Islands from Penetanguishene aboard the 300-passenger Georgian Legacy

Landmark Cruises Inc.
01 — About

The brief.

Landmark Cruises is a Penetanguishene-based passenger cruise operator running sightseeing and dining departures across Georgian Bay and the 30,000 Islands. The fleet's flagship is the Georgian Legacy, a 90-foot, 300-passenger, double-decked vessel with an open-air upper deck, an enclosed lower cabin, accessible washrooms, and a fully licensed bar; onboard meals are catered by Opa Catering under an Ontario Liquor Board license. Departures run from Town Dock at 2 Main Street in downtown Penetanguishene from May through October, with a separate high-speed shuttle — the all-aluminum Tobermory Flash — running from Honey Harbour to Beausoleil Island in Georgian Bay Islands National Park during the summer season.

02 — Programs

6. ways in.

  1. 01

    Afternoon Sightseeing Cruise

    For: All ages — Adult (16–64), Senior (65+), Youth (4–15), Infant (3 and under, free)When: Weekends May to mid-June; Tuesday–Sunday mid-June through Labour Day; Wednesday/Saturday/Sunday in September. Departs 2:00pm most days.

    A 2.75-hour sightseeing departure from Town Dock in Penetanguishene aboard the Georgian Legacy, working through Penetanguishene Bay and the 30,000 Islands. The double-decked vessel has an open-air upper deck, an enclosed wheelchair-accessible lower cabin, accessible washrooms, snack bar, and a fully licensed bar. Routes are subject to change at the Captain's discretion due to weather.

    Adult $59.29 / Senior $55.75 / Youth $40.71 / Infant Free (before taxes/fees)

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  2. 02

    Fall Colours Cruise

    For: All ages — Adult (16–64), Senior (65+), Youth (4–15), Infant (3 and under, free)When: Wednesday, Saturday, Sunday in October. Departs 2:00pm most days.

    A 2.75-hour October sightseeing route timed to peak fall colour across Georgian Bay's shoreline and the 30,000 Islands. Same vessel and amenities as the Afternoon Sightseeing Cruise — Georgian Legacy, double-decked, open-air upper deck, licensed bar, accessible first deck. Captain's discretion applies to routing in changeable autumn weather.

    Adult $59.29 / Senior $55.75 / Youth $40.71 / Infant Free (before taxes/fees)

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  3. 03

    Lunch Cruise

    For: All ages — Adult (16–64), Senior (65+), Youth (4–15), Infant (3 and under, free)When: Departs 10:30am Wednesdays and Saturdays in July/August (additional dates on the booking calendar).

    A 2.75-hour midday Georgian Bay cruise with a buffet lunch by Opa Catering — rolls, salads, BBQ chicken, vegetable penne, potatoes, vegetables, fruit, and dessert (sample menu; may vary). Meal tickets must be purchased by noon the day before; non-meal tickets are available until 15 minutes before departure. Aboard the Georgian Legacy from Town Dock, Penetanguishene.

    Adult no meal $59.29 / Adult with meal $87.61; Senior no meal $55.75 / Senior with meal $84.07; Youth no meal $40.71 / Youth with meal $69.03; Infant Free (before taxes/fees)

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  4. 04

    Dinner Cruise

    For: All ages — Adult (16–64), Senior (65+), Youth (4–15), Infant (3 and under, free)When: Departs 5:30pm Thursdays and select Saturdays in July/August.

    A 2.75-hour evening cruise across Georgian Bay with a buffet dinner by Opa Catering — rolls, salads, BBQ chicken, pork loin, vegetable penne, potatoes, vegetables, fruit, and dessert. Live entertainment runs on many departures. Meal-ticket and non-meal deadlines match the Lunch Cruise. Aboard the Georgian Legacy from Town Dock, Penetanguishene.

    Adult no meal $59.29 / Adult with meal $92.92; Senior no meal $55.75 / Senior with meal $88.50; Youth no meal $40.71 / Youth with meal $72.57; Infant Free (before taxes/fees)

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  5. 05

    DayTripper Shuttle to Beausoleil Island

    For: Day visitors to Beausoleil Island in Georgian Bay Islands National Park; reservations required; pets and recreational equipment not permitted on board.When: Friday–Sunday in shoulder season; Friday–Tuesday in July/August. Honey Harbour departures 9:00am, 10:45am, 12:30pm.

    A high-speed shuttle from Honey Harbour to Beausoleil Island in Georgian Bay Islands National Park, aboard the Tobermory Flash — an all-aluminum, open-air speed boat Transport Canada–certified for 45 passengers, with drop-off at Cedar Spring (south end, 15–20 minutes) or Chimney Bay (north end, 50 minutes via Cedar Spring).

    Contact for details

  6. 06

    Private Charters

    For: Private events — weddings, corporate functions, anniversaries, birthdays, stags, reunions, graduations, award ceremoniesWhen: Contact for details

    Three charter vessels available — the Georgian Legacy, the Midland Speedboat, and the Georgian Queen (a newer dockside venue) — with buffet-style catering (vegan and gluten-free options available); inquiries to charters@landmarkcruises.com.

    Contact for details

03 — Notable

Worth knowing.

  1. 0190-foot, 300-passenger, double-decked Georgian Legacy with open-air upper deck and enclosed lower cabinSource ↗
  2. 02Georgian Legacy first deck is fully wheelchair accessible with accessible washrooms; Tobermory Flash is not wheelchair accessibleSource ↗
  3. 03Tobermory Flash is an all-aluminum, open-air speed boat certified by Transport Canada for 45 passengersSource ↗
  4. 04Onboard dining catered by Opa Catering; vessel holds full license from the Ontario Liquor BoardSource ↗
  5. 05DayTripper Shuttle serves Beausoleil Island in Georgian Bay Islands National Park, with drop-off at Cedar Spring (south end) and Chimney Bay (north end)Source ↗
  6. 06Cruises depart from Town Dock at 2 Main St in downtown Penetanguishene; Midland Harbour departures at 169 King St; Beausoleil shuttle departs Honey HarbourSource ↗
  7. 07Three-vessel charter fleet: Georgian Legacy, Midland Speedboat, and Georgian Queen (a newer dockside venue)Source ↗
  8. 08Free parking at Town Dock (Penetanguishene) and at the Midland Town Dock for cruise passengersSource ↗
04 — Visit

Get in
touch.

Visit Landmark Cruises Inc.arrow_outward
Email (Private charters and events)
charters@landmarkcruises.com
Address
Town Dock, 2 Main St, Penetanguishene, ON L9M 1S6
AER’s guide to Landmark Cruises Inc. · Compiled from landmarkcruises.comLast verified 2026-05-27