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

  • Carriage Way Guest Releases a New Book
    Carriage Way Guest Phoebe Fox Releases a New Book! Phoebe Fox, a valued guest of Carriage Way Bed and Breakfast and famed author of the Breakup Doctor Series, is releasing a new book! As an expert on relationships, Fox writes articles for the Huffington Post, Elite Daily, and She Knows as well as releasing Heart Conditions […]
  • Vilano 5K Foot Race
    Secure your Lodging at Carriage Way Bed & Breakfast for the Vilano 5K Foot Race! The 20th annual Vilano Bridge 5K Foot Race is Saturday, March 19th, 2016 and Carriage Way Bed & Breakfast still has availability. This is your chance to run a race over the Vilano Bridge (otherwise known as the Francis and Mary Usina […]

Upcoming Events

  1. Hotel Ponce de Leon Tour

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

    February 11 @ 7:30 pm - February 13 @ 9:00 pm
  3. Fort Mose FREE Event

    February 13 @ 9:00 am - 3:00 pm