Holiday Trolley Tours

We offer fun holiday themed tours to celebrate in style for Halloween, Christmas, Valentine’s Day, St. Patrick’s Day, and Veteran’s Day.

Book A Holiday Trolley Tour

These tours are the perfect way to celebrate the holidays with special people in your life!

Get Your Irish On!

$49.99

March
21+
90 minutes

Irish Hooley on the Trolley

Celebrate Saint Patrick’s Day early! This festive tour leads to one of Sarasota’s lively Irish pubs for beer tasting and music, with jokes, songs, stories, and laughs along the way!

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Spirit of the Season

From $29.99 - $44.99

December
3-11, 12+
90 minutes

Holly Jolly Trolley

During December join us for a special holiday trolley tour complete with cocoa, carols & Christmas stories about Sarasota!

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Romantic Date Night!

From $49.99

February
21+
90 minutes

Love Stories of Sarasota

Celebrate Valentine’s Day with your sweetheart — enjoy Love Stories of Sarasota aboard our trolley!

Irish Hooley on the Trolley

Holly Jolly Trolley

Love Stories of Sarasota

Daytime Sightseeing Trolley Tours

Nighttime Trolley Tours

Holiday Trolley Tours

Book A Holiday Trolley Tour

Irish Hooley on the Trolley

Holly Jolly Trolley

Love Stories of Sarasota

Discover Our Other Trolley Tours

Daytime Sightseeing Trolley Tours

Nighttime Trolley Tours