Step aboard Captain Santa’s Pop-Up Bar at Pier 91 in Port Barrington, where over 4,000 square feet of waterfront magic come alive for the holidays. This limited-time experience transforms Events at Pier 91 into a cozy, over-the-top wonderland filled with twinkling lights, themed cocktails, family fun, and festive surprises around every corner.

By day, bring the kids for cocoa, music, and Santa meet-and-greets. By night, the lights dim, the bar glows, and the holiday spirit flows with cocktails, mocktails, and a secret speakeasy that’s worth finding.

From celebrating with friends, family, or your holiday crew, Captain Santa’s is the ultimate destination for seasonal fun, laughter, and memory-making on the Fox River.

General admission tickets are available for $10 and include a complimentary welcome drink in a keepsake glass. General admission gets you access to the entire venue, including Santa’s Secret Speakeasy and Game Lounge, bar, and our curated festive menu and sweet treats.

If you’re looking for a more intimate experience, reservations are available for parties of 2-12. Enjoy a private table for your groups of 2-8 or book Captain Santa’s Pontoon Lounge inside our Pop-Up Bar for you and your merry crew. Best for groups up to 10. Visit our ticket page for general admission tickets and reservations.

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A Holiday Experience Like No Other

This isn’t your average pop-up. It’s a fully decked-out waterfront wonderland. Every corner sparkles with over-the-top décor, photo-ready scenes, and that unmistakable mix of joy, nostalgia, and just a little mischief.

Festive treats and cheerful tunes
Santa meet-and-greets on Saturdays from 11-2 and endless photo opportunities!
Santa’s Game lounge with board games, Jenga, and more

Signature holiday cocktails and mocktails (all ages up until 8PM! 21+ after 8!)
Santa’s Secret Speakeasy for those who find the clues
Cozy bites, desserts, and the best holiday playlists

Reservations at Captain Santa:

Enjoy general admission tickets for access to the entire venue, the bar, and a curated festive menu.
For a more intimate experience, book a reservation! Get a 2-hour table for 2 for a festive date, or book a reservation for your group for a girls’ night or friends’ night out! Reservations start at $40.
Board Captain Santa’s Pontoon (located INSIDE our Pop-Up Bar!) for groups of 10 or less. Includes your choice of hot cocoa bar or champagne toast.

Events at Captain Santa:

Stay tuned for our full calendar with fun events, workshops, and entertainment!

What To Expect:

Captain Santa’s is built for memory-making. Come for the laughter, stay for the lights, and leave with a keepsake cup, included with your $10 general admission ticket for those 21+.

Dates: December 4 – January 4

Hours: Thursday 5 PM - 11 PM, Friday 5 PM - 12 AM, Saturday 11 AM- 12 AM, and Sunday 11 AM - 11 PM
Location: Pier 91: 99 Kazimour Dr, Port Barrington, IL 60010
Entry: $10 per guest (includes a welcome drink for guests over 21)
Reservations Available:

$40 for private tables of 2-4 people
$10 per person for tables of 4-8
$250 for a 10-person boat lounge inside our pop-up bar, with a choice of hot cocoa bar or champagne toast included!
All reservations are for 2 hours. Guests must arrive at the start of their reservation and will be seated within 15 minutes of arrival.

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