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

  • Three Nights in the Nation’s Oldest City
    Three Nights in the Oldest City (1st Night) Carriage Way Bed & Breakfast hosts many wonderful newcomers to St. Augustine and part of our welcome is to provide a complimentary concierge service and orientation of the Nation’s Oldest City. More often than not, guests who have only planned an overnight trip, express remorse that more time […]
  • My Morning Jacket at the St. Augustine Amphitheatre
    My Morning Jacket LIVE at the St. Augustine Amphitheatre My Morning Jacket will be performing LIVE at the St. Augustine Amphitheatre on Saturday August 1st, 2015.  Tickets are on sale now for $45 plus tax.  My Morning Jacket will be promoting their new album, The Waterfall.  Musical artists Mini Mansions will be opening for My Morning Jacket. […]

Upcoming Events

  1. My Morning Jacket

    August 1 @ 7:00 pm - 11:00 pm
  2. Counting Crows Live

    August 2 @ 4:30 pm - 10:00 pm
  3. Music by the Sea Concert Series Presents: Chilula with dinner served by Mango Mangos

    August 5 @ 6:00 pm - 9:00 pm