Green Christmas from Whitehead to White Streets

The holiday Key West Home Tours™ in tropical Key West is never white, unless of course, Christmas lights and red ribbons celebrate the season in homes from Whitehead to White Streets.

This year, each of the five private homes on display are as uniquely decorated as they are architecturally different: A grand mansion renovated in 2002; a traditional Colonial Caribbean-style house built in 2004; a 1923 Conch cottage recently renovated with panache, and much more.

Join the festivities to walk the walk and talk the holiday talk that culminates downtown at the Curry Mansion on Caroline Street.

This tour is scheduled for Friday and Saturday, December 28 and 29, from 3:00 pm to 6:00 pm.

Click map to download


Tour Homes

  1. 1119 Whitehead Street: Beautifully renovated 1-story Conch cottage, recently raised and rebuilt in its original 1923 footprint.
  2. 406 United Street: A grand mansion listed on the National Register of Historic Places includes a seamless rear addition done in 2002.
  3. 415 United Street: Renovated cigar-maker’s cottage offers no-frills basics with surprises in lush garden, detached master suite and outdoor-living room.
  4. 1416 White Street: Antique English ambiance fills a traditional Colonial Caribbean-style house newly built in 2004
  5. 1208 Pine Street: Two-story Conch house was built in 1910 and its original cistern is now an indoor pool.
  6. The Curry Mansion, 511 Caroline Street: This bonus 6th tour through an exquisite Georgian-style guest inn wraps up OIRF’s December event with holiday cheer and refreshments.


Tickets are $35 in advance; $40 on tour days. Purchase tickets online here or at the Oldest House (322 Duval Street, 10 am to 4 pm, closed Wednesday & Sunday).  During tour hours, tickets will be sold at the featured houses – cash or check, please.

If you are walking, houses may be viewed in any order over the two days between 3:00 pm and 6:00 pm. Also note that the free Duval Loop bus provides convenient access to most of the homes.

Car Free

No smoking, pets, food/drink or photographs will be permitted in the tour homes.

OIRF is a 501(C)(3) nonprofit organization dedicated to the preservation of architectural treasures in the City of Key West and the celebration, honor, and recognition of the historical achievements of the Island. Funds raised from the tours will be used for the Foundation’s grants program and other endeavors furthering our preservation goals.