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Freeport’s Annual Holiday Boat Parade Light’s up The Nautical Mile on Saturday December 7th. Have dinner at Otto’s and enjoy the parade from our waterfront dining room, Take a stroll on our deck to get a closer look as Santa May go by on a Jet ski. ! Reservations required, Special Holiday Menu. Come early to catch the tree lighting at 5pm at The Esplanade, or have dinner first and then ride in the parade on one the commercial boats. A night to remember!