The Winter Park Old Fashioned Christmas Cruise (Only Available Here!)

New Pricing!


Per Guest, Minimum Purchase Of 2.


Did your preferred date sell out? Join the waitlist below. If your date opens up, we receive additional boats, or add additional nights, the list will be contacted first come, first served.

Please don’t call the Scenic Boat Tour. They are not managing these cruises and will refer you back to us. Thank you!

Information for 2023

2023 sailings will go on sale, first come, first served, according to the order below:

  1. Guests who have purchased any tour directly with Original Orlando Tours.
    • Wednesday, November 22 at 9:00am
  2. Guests who have signed up for our newsletter.
    • Friday, November 24 at 9:00am
  3. Guests who have joined the Christmas Cruise waitlists in previous years.
    • Monday, November 27 at 9:00am
  4. Open sale to the general public.
    • Wednesday, November 30 at 9:00am

2023 Sailing Dates:

  • Monday, December 4
  • Wednesday, December 6
  • Friday, December 15
  • Sunday, December 17
  • Wednesday, December 20
  • Thursday, December 21

Inflation Discounted Price of $32/Person: We know these last few years have been a challenge for most and now inflation is a struggle for many families. As a family-owned and operated company, Original Orlando Tours is providing our nighttime holiday escape at a special inflation-proof price. We hope to see you and your family this Christmas season.

Max Group Size Of 8: To better accommodate demand and provide availability for individual families, group bookings will be capped at 8 riders. Note that we cannot guarantee seating next to another group due to loading restrictions, but we will try our best. Seating is in even-numbered benches.

Please don’t call the Scenic Boat Tour. They are not managing these cruises and will refer you back to us. Thank you for your cooperation!

Tour Overview

Experience an Orlando holiday tradition with The Winter Park Old Fashioned Christmas Cruise this December! Glide under the stars along the serene lakes and canals of world famous Winter Park while being immersed in the holiday spirit. Each sailing includes Christmas music and caroling, holiday trivia, and a reading of T’was the Night Before Christmas and The Christmas Story.

Tours last approximately 80 minutes. Please check in by 6:15pm at the docks located at 312 East Morse Boulevard in Winter Park for loading. Cruises leave promptly at the scheduled departure time. $32 per person; no discounts, passes or certificates apply due to limited capacity.

Tour Includes:

  • 80-Minute Nighttime Christmas Cruise Along the Canals and Lakes of Winter Park.
  • Travel the lakes and canals of Winter Park to view magnificent mansions on a boat shining with dazzling Christmas lights!
  • A piping-hot cup of hot chocolate greets you upon arrival.
  • Your favorite Christmas carols to set the mood for the evening.
  • A beautiful reading of “T’was The Night Before Christmas” and “The Christmas Story” while gliding along the serene waters.
  • Christmas trivia.
  • Children 6 and under must wear a life jacket on the boat.


The tour lasts approximately 80 Minutes.

Tours depart at 6:30pm SHARP from the Winter Park Scenic Boat Tour docks located at 312 E Morse Blvd, Winter Park, FL 32789. There is free parking around the docks and along the local streets in the area. If coming from the I-Drive or Orlando tourist zones, you may want to allow at least 45 minutes travel time depending on your departure location; check your GPS, Waze, Google Maps or other apps so you can be sure to join our tour in plenty of time.

This tour operates seasonally in December. Check the schedule on this page for exact details.

Please arrive at least 15 minutes before your scheduled tour to check in. There are no refunds or partial credits for guests who are late to the tour or no-shows. Tours depart regardless of weather!

Private and Large Groups:

Due to overwhelming demand, we may not be able to accommodate group bookings larger than 8.

Cancellation Policy:

Due to the operational nature and demand of this tour, there are no refunds after booking. Please review your Terms and Conditions document for other cancellation provisions.

Sunny’s Local Tips and Bits:

A Winter Park tradition for the beautiful homes along the 5 main Winter Park lakes is to decorate the backs of the house with lights for Christmas so that you can view these spectacular light displays from the water!


This tour is only offered in English. The majority of this tour is given on a boat over water and may not be suitable or accessible for all guests. Florida weather varies throughout the year, so you may want to check the forecast and plan to dress accordingly. We suggest wearing comfortable shoes and bringing an umbrella if there is a chance of rain. Consider bringing a jacket or windbreaker if the weather is chilly! Booking groups will attempt to be sat together, but due to capacity and vehicle layout groups may be split up.