Activity Upper Duval, Old Town & Duval Street
Bourbon Street Pub red shoe drop
An activity in Upper Duval, Old Town & Duval Street, moderately priced ($$) and worth about 1.5 hours. Best time to go: 11:30 p.m. to 12:30 a.m.
Why go
A drag performer rides a giant red high heel down from the balcony at 724 Duval, the gay end of the street's New Year.
It is one of 9 curated places we feature in Old Town & Duval Street, alongside 3 activities, 3 places to eat and 1 sight. 6 more of our picks sit within about half a mile in a straight line, so it pairs easily with Ernest Hemingway Home and Museum and Blue Heaven.
- Type
- Activity · Nightlife
- Neighborhood
- Upper Duval
- Price
- $$
- Time needed
- 1.5 hr
- Best time
- 11:30 p.m. to 12:30 a.m.
Nearby
Our closest curated picks, including 4 beyond Old Town & Duval Street. Distances are straight-line, not walking or driving.
- 1Ernest Hemingway Home and Museum
Hemingway's 1930s home with guided tours and dozens of six-toed cats.
Sight · Key West · 0.1 mi straight-line - 2Blue Heaven
An outdoor restaurant in a Bahama Village courtyard where chickens wander between tables and the key lime pie is piled with meringue.
Food · 0.1 mi straight-line - 3Blue Heaven
Bahama Village garden restaurant with roosters underfoot; famous for breakfast and tall key lime pie.
Food · Key West · 0.1 mi straight-line - 4The Green Parrot Bar
Locals' bar since 1890 with live music most nights and no TV screens.
Drinks · Key West · 0.2 mi straight-line - 5Key West Lighthouse & Keeper's Quarters
88 steps to the top for views over Old Town, across the street from Hemingway's house.
Sight · Key West · 0.2 mi straight-line - 6La Concha Key West
A 1926 hotel on Duval Street, the tallest building in Old Town, with a rooftop bar above the street.
Stay · 0.3 mi straight-line
On these curated routes
Bourbon Street Pub red shoe drop is a stop on our Key West New Year's Eve route. Open it to see the full day-by-day plan.
More things to do in Old Town & Duval Street
3 more curated activities in Old Town & Duval Street. See the full Old Town & Duval Street guide.
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Sloppy Joe's conch shell drop
A giant lit conch shell lowered from the roof of Sloppy Joe's at midnight, watched by a crowd that fills Duval Street.
-

Schooner Wharf Bar pirate drop
A pirate wench is lowered from the mast of a schooner at the Historic Seaport at midnight, with cannon fire over the harbor.
-

Fort Zachary Taylor Historic State Park
A Civil War-era fort with the best swimming beach in Key West, shaded by pines at the island's southwest tip.
When to go: weather by month, based on Key West
Our climate figures for Old Town & Duval Street come from nearby Key West. Average daily highs in Key West run from 73°F in January to 86°F in August; September is usually the wettest month. For Bourbon Street Pub red shoe drop itself, we suggest: 11:30 p.m. to 12:30 a.m.
Modelled monthly averages for Key West from NASA POWER, not a forecast. Key West weather by month (covers Old Town & Duval Street).
Getting there
Map links open a live search for Bourbon Street Pub red shoe drop, so hours and directions come straight from the map app.
- Coordinates
- 24.55300, -81.80092
- Destination
- Old Town & Duval Street, Florida
Bourbon Street Pub red shoe drop: quick answers
How much time do you need at Bourbon Street Pub red shoe drop?
Plan on about 1.5 hours at Bourbon Street Pub red shoe drop. That is our curated estimate for a typical visit; groups that linger will want more.
When is the best time to visit Bourbon Street Pub red shoe drop?
Our pick: 11:30 p.m. to 12:30 a.m. Insider tip: Come by 11:30 p.m. and watch from the sidewalk across Duval for the clearest look at the balcony.
Which TripsCircle routes include Bourbon Street Pub red shoe drop?
Bourbon Street Pub red shoe drop appears on Key West New Year's Eve, a curated route you can open on TripsCircle and plan with your group.
Add Bourbon Street Pub red shoe drop to your crew's plan
Save it to a shared TripsCircle itinerary, settle the timing with a quick poll, and split the costs with everyone going to Old Town & Duval Street.
Plan Old Town & Duval Street
- Old Town & Duval Street travel guide 9 places
- Key West weather (covers Old Town & Duval Street) weather by month
- Old Town & Duval Street to Bahia Honda & the Lower Keys 35 mi straight-line
Lists & regions
Also in Old Town & Duval Street
- El Siboney Food
- Mallory Square Sight
Curated recommendation, not live listing data. Confirm hours, prices, bookings and access before you go.

