This is the place to be!

Carriage Way Bed & Breakfast and Carriage Way Cottage are newly renovated with a long history of entertaining and exceeding expectations in comfort and hospitality. This beautiful Victorian home (c. 1883) is in the heart of St. Augustine’s Historic District. The first thing that captures your eye is the two expansive verandas perfect for relaxing and socializing. As you enter the front door, you are greeted by an exquisite parlor and bistro dining room. Each graceful room features color palettes of gem stones and precious metals and is adorned with antiques, architectural artwork and elegant modern amenities. Friendly and hospitable atmosphere surrounds you. 

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 1930s, 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 have the White Glove Housekeeping award. We have convenient and complimentary off-street parking on-site for all of our guests which is a huge asset for a town that was originally built for carriages and foot traffic.

More Information

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

Updates & Specials

  • Wine Tasting!
    Join the Gifted Cork in a Malbec Wine Tasting! The Gifted Cork (64-A Hypolita) is hosting a Malbec Mania Wine Tasting on Friday, February 26th from 6:00pm to 7:30pm and you are invited! For only $10, sample seven different Malbec Wines paired perfectly with gourmet cheeses. You even get to keep the souvenir Gifted Cork wine […]
  • Stay at Carriage Way Bed and Breakfast for the Celtic Festival!
    Carriage Way Bed and Breakfast and the St. Augustine, FL Celtic Festival! March 11th through March 13th marks annual St. Augustine Celtic Festival and Carriage Way Bed and Breakfast is just down the street from this popular event! This exciting three day festival held at Francis Field (West Castillo Drive) will include a whiskey tasting, […]

Upcoming Events

  1. Hotel Ponce de Leon Tour

    January 13 @ 10:00 am - May 11 @ 2:00 pm
  2. Theater Performance

    February 4 @ 7:30 pm - February 6 @ 9:00 pm
  3. Cherokee Lectures and Demonstrations

    February 6 @ 11:00 am - February 7 @ 4:00 pm