Welcome to Carriage Way Bed & Breakfast

Just imagine strolling down the narrow streets of the “Oldest City” in the United States with its old-world charm. Then, imagine walking up to this beautiful 130-year-old Victorian home in the heart of St. Augustine's Historic District. The first thing that captures your eye of our St Augustine Bed & Breakfast is the two expansive verandas. The white wicker chairs and a porch swing call out to you to sit, relax, and reflect on your day! As you enter the front door, the friendly and hospitable atmosphere surrounds you, the smell of freshly-baked cookies teases your senses, and the warmth practically murmurs "This is the place to be."

Tour the Inn – Circa 1883

The Jewel of the Ancient City

Carriage Way is a traditional, Victorian-style building constructed between 1883 and 1885 by Edward and Rosalie Masters for their family. Mr. Masters was a lead carpenter for multi-billionaire Henry Flagler and worked on many projects including the Ponce de Leon Hotel. For many years, the home was very prominent in the city of St Augustine. Then, in the 1940s, the house was converted into apartments. In 1984, this romantic structure was lovingly and extensively restored to its original grandeur, fulfilling a dream of creating what is now a premier bed and breakfast inn. Carriage Way is a definite jewel of this ancient city.

Located in the very center of history, our inn is located just steps from old St. George Street: home of the walking mall with unique and charming shops, museums, historic sites, and beautiful views. Flagler College (the original Ponce de Leon Resort Hotel), the 17th-century European fort Castillo de San Marcos, many fine restaurants, art galleries, carriage tours, and the waterfront are within four short blocks. All sites within the Historic District are only a 5- to 10-minute stroll from the inn. While so very close to the action, Carriage Way is quiet and peaceful in the evenings.

When traveling to St. Augustine, Carriage Way is the way to stay! We are proud to be a Donal A. Dermody White Glove Award winner for the past six years in a row. We have convenient and complimentary off-street parking on-site for all of our guests.

More Information

If you need information about any of our services, please feel free to use our contact form, e-mail us at info@carriageway.com, or give us a call at (800) 908-9832 or (904) 829-2467.

Updates & Specials

  • St. Augustine 450th Celebration
      St. Augustine 450th birthday celebration! The nation’s oldest city is celebrating in style with a 5-day citywide event! The celebration kicks off on Friday, September 4th at 3:00pm with FREE music and cultural performances on four downtown stages and national music acts on the main bayfront stage. Saturday, September 5th the party continues at […]
  • Music By the Sea St. Augustine
    Head over to the St. Augustine Pier every Wednesday from May 13th through October 14th for free live music by the sea from 6:00pm to 9:00pm! Each Wednesday, a different musical artist/band is featured along with a different restaurant serving food. Food service begins at 6:00pm and the music begins at 7:00pm.Dinner is optional but […]

Upcoming Events

  1. Flagler College Tours

    May 1, 2014 @ 10:00 pm - December 31, 2015 @ 2:00 pm
  2. Blue Star Museums Program

    May 25 @ 12:00 am - September 7 @ 12:00 am
  3. Music by the Sea Concert Series Presents: Billy Buchanan & Free Avenue with dinner served by Black Fly

    July 8 @ 6:00 pm - 9:00 pm