Relax ~ Indulge ~ Explore
~ Ranked in the "Top 2" of St. Augustine inns on TripAdvisor ~
~ Named as a "Best of St. Augustine" inn - Folio Magazine, 2019 ~
Originally built in 1920; today, 44 Spanish Street Inn offers eight comfortable guest rooms - all with private baths. A cheerful breakfast cottage, together with candlelit porches and vintage courtyard spaces, complete the welcoming and understated charm of 44 Spanish Street. The Inn's unbeatable central location and reasonable rates afford guests the unique opportunity to experience the many attractions, shops, and restaurants - located right outside the door of 44 Spanish Street Inn.
Rooms
Fitzgerald
The beautifully furnished Fitzgerald room, featuring a private ground floor entrance, is a tribute to an era gone by. Just renovated; the Fitzgerald showcases some of our favorite furnishings and amenities such as a massive king-sized bed - complete with luxury linens, a beautiful vintage armoire, original hardwood floors and ultra luxe bath... As well as a few surprises sure to please.
As a guest of 44 Spanish Street Inn you'll enjoy free parking, flat panel TVs w/ Xfinity service, multiple wifi networks, new comfortable beds w/ high-quality linens, a daily complimentary homemade breakfast in our charming breakfast cottage and courtyard spaces as well as our signature guest service - All within steps of the finest shopping, attractions and dining in the city.
Palm South
Palm South is sunny corner room located on the second floor and at the front of the building and features its own personal porch space, high above Spanish Street. The compact room features a queen bed and a welcoming in-room corner spa bathtub for two - perfect for relaxing after a full day of St. Augustine adventures.
*The front porch is softly divided between "Palm South" and neighboring "Palm North."
As a guest of 44 Spanish Street Inn you'll enjoy free parking, flat panel TVs w/ Xfinity service, multiple wifi networks, new comfortable beds w/ high-quality linens, a daily complimentary homemade breakfast in our charming breakfast cottage and courtyard spaces as well as our signature guest service - All within steps of the finest shopping, attractions and dining in the city.
Palm North
Palm North is a bright corner room with a personal porch area overlooking charming Spanish Street. This compact room features a metal frame queen bed and 1930's antique armoire. The private bathroom comes complete with a jetted bathtub and shower.
*The front porch is softly divided between "Palm South" and neighboring "Palm North."
As a guest of 44 Spanish Street Inn you'll enjoy free parking, flat panel TVs w/ Xfinity service, multiple wifi networks, new comfortable beds w/ high-quality linens, a daily complimentary homemade breakfast in our charming breakfast cottage and courtyard spaces as well as our signature guest service - All within steps of the finest shopping, attractions and dining in the city.
Magnolia Suite
Magnolia Suite is a quiet light-filled room on the second floor that feels far away from the hustle and bustle of the downtown district. Neighborhood views, a king size bed, and beautiful an oversized antique armoire, as well as a comfortable private bath with full-size walk-in shower, just might make the Magnolia your new favorite St. Augustine retreat in the heart of the "oldest city".
As a guest of 44 Spanish Street Inn you'll enjoy free parking, flat panel TVs w/ Xfinity service, multiple wifi networks, new comfortable beds w/ high-quality linens, a daily complimentary homemade breakfast in our charming breakfast cottage and courtyard spaces as well as our signature guest service - All within steps of the finest shopping, attractions and dining in the city.
Jasmine
Jasmine is a welcoming second-floor guest room; comfortable in size and featuring a vintage style queen bed and beautiful period armoire. The bright and inviting private bathroom includes a standard size jetted bathtub and shower. Many return guests, time and time again choose the homey Jasmine as their respite from a day of exploring the "ancient city."
As a guest of 44 Spanish Street Inn you'll enjoy free parking, flat panel TVs w/ Xfinity service, multiple wifi networks, new comfortable beds w/ high-quality linens, a daily complimentary homemade breakfast in our charming breakfast cottage and courtyard spaces as well as our signature guest service - All within steps of the finest shopping, attractions and dining in the city.
Lantana Suite
Ready for romance, the Lantana is a second-floor suite boasting an inviting in-room corner spa bathtub for two! The ornate metal headboard, comfortable queen bed, and beautiful armoire add a dash of 1930's nostalgia to the cozy and romantic Lantana.
As a guest of 44 Spanish Street Inn you'll enjoy free parking, flat panel TVs w/ Xfinity service, multiple wifi networks, new comfortable beds w/ high-quality linens, a daily complimentary homemade breakfast in our charming breakfast cottage and courtyard spaces as well as our signature guest service - All within steps of the finest shopping, attractions and dining in the city.
Zora Neale's Retreat
This comfortable first-floor hideaway features original hardwood floors, a king size bed w/classic metal frame headboard and views of the inn's charming side courtyard. A sunlight filled en-suite bathroom in Zora Neale's Retreat offers guests a large tile walk-in shower as well as the inn's unique selection of complimentary organic bath products.
As a guest of 44 Spanish Street Inn you'll enjoy free parking, flat panel TVs w/ Xfinity service, multiple wifi networks, new comfortable beds w/ high-quality linens, a daily complimentary homemade breakfast in our charming breakfast cottage and courtyard spaces as well as our signature guest service - All within steps of the finest shopping, attractions and dining in the city.
Orchid
A cheerful and welcoming second-floor room with airy neighborhood views. While the Orchid may be our most reasonably priced room; it continues to offer all the comforts one could ask for, such as a vintage inspired queen metal bed frame, antique double armoire, and a private bathroom with jetted bathtub/shower.
As a guest of 44 Spanish Street Inn you'll enjoy free parking, flat panel TVs w/ Xfinity service, multiple wifi networks, new comfortable beds w/ high-quality linens, a daily complimentary homemade breakfast in our charming breakfast cottage and courtyard spaces as well as our signature guest service - All within steps of the finest shopping, attractions and dining in the city.
Promotions
The "Old City" by Land & Sea & Air
Explore all the Old City has to offer from every angle! We'll make the arrangements for you...
By Land: Enjoy an open-air narrated Ripley's Red Train or Old Town Trolley tour at your own pace with a pair of passes which are good for up to 3 days.
By Sea: St. Augustine at Sunset (or afternoon if you prefer) from the famous 72′ tall ship, "Schooner Freedom": Cruise the bay of Matanzas in comfort and safety while taking in vistas of the historic skyline and beach island... Dolphins LOVE to swim alongside the schooner, so keep your eyes open and camera ready.
$155 for 2
By Air: Ever dreamed of flying off into the Sunset with your best friend? Make the dream come true with a private biplane flight for two. Choose from a flight over the city, city and beaches or city, beaches and beyond. Where else can you fly in a true piece of aviation history over one of the most historic places in the USA?!?
Upgrade your "Land & Sea" package with this once in a lifetime experience for as little as $65.00 per person. *Contact us for details and package options.
*Photograph is for illustrative purposes only. Actual product may slightly vary from photograph. Taxes not included.
Ghostly Pub Crawl
Like your pubs with ghostly & ghastly tales? This is your tour! Enjoy the scary, merry fun of a 2.5 hour tour of usually 4-5 local haunts, includes your first beer!
$50 for 2
*When you return, feel free to leave the light on in your room all night for free, but the taxes are still extra. Certain holiday surcharges may apply, please contact us for details.
Chocolate Covered Strawberries
A plate of delicious strawberries smothered and decorated in rich chocolate. Perfect for a special evening.
$25
*Photograph is for illustrative purposes only. Actual product may slightly vary from photograph. Taxes not included.
Fresh & Bright Cut Flowers
We’ll deliver a Vase of Fresh Cut Seasonal Flowers to your room upon arrival or time of your choosing.
$50
(Please note: Due to holiday increases by the florist, a 30.00 surcharge may apply 2/9 - 2/19)
*Photograph is for illustrative purposes only. Actual product may slightly vary from photograph. Taxes not included.
Cheese and Fruit Plate
A plate of assorted cheeses, fresh sliced seasonal fruits, and assorted crackers for 2, placed in your room upon arrival.
$60
Add a bottle of wine or champagne for only $20 more
*Photograph is for illustrative purposes only. Actual product may vary from photograph.
Celebration Cake
A small 5″ frosted cake, topped with fresh flowers or a special message, delivered to your room to celebrate your occasion!
$25
(Add a bottle of champagne or wine for just $20)
*Photograph is for illustrative purposes only. Actual product may vary from photograph. Taxes not included.
"I Love You" - One dozen red roses
Greet your love with a dozen roses awaiting in your room upon check-in.
$60
Want more? Check out our "I love you every day" 2 night stay package.
(Please note: Due to holiday increases by the florist, a 30.00 surcharge may apply 2/9 - 2/19)
*Photograph is for illustrative purposes only. Actual product may slightly vary from photograph. Taxes not included.
I Love You Every Day...
Perfect for guests staying more than one night.
Day 1 - Surprise your love with a dozen red roses in a lovely keepsake vase upon arrival.
Day 2 - Chocolate Strawberries & Champagne awaiting you both upon your return from a special evening out together.
$100
(Please note: Due to holiday increases by the florist, a 30.00 surcharge may apply 2/9 - 2/19)
Want even more nights or ways to express your love? Just ask... We've got plenty of ideas!
*Photograph is for illustrative purposes only. Actual product may slightly vary from photograph. Taxes not included.
Private Carriage Tour
Whether for a romantic tour or a fun-filled ride with friends - A narrated carriage tour of the historic downtown district is a perfect way to enjoy a back-roads tour of the oldest city. The carriage will pick you up and once you've completed the tour, return you to the inn. Have dinner in mind? We can often arrange for the carriage to drop you off at one many downtown restaurants instead of the inn. Then following dinner, home is an easy stroll away, since 44 Spanish Street Inn happens to have one of the BEST locations in St. Augustine.
Please note: Most tours we can arrange begin at 5 pm. Any earlier times will need to be made with the carriage companies directly. While making your room reservation, please leave us a note in the "guest comments" section to let us know your preferred time and date for the carriage tour. However if you have not received a confirmation regarding your Private Carriage Tour contact our office via phone.
$125
(Valentine's Day and certain other holiday periods: $145)
*Photograph is for illustrative purposes only. Actual carriage may vary from photograph. Taxes not included.
Champagne or Wine Service
Upon your request we're happy to deliver you a bottle of champagne.
$25
*Photograph is for illustrative purposes only. Actual product may slightly vary from photograph. Taxes not included.
Attractions
Anastasia State Park
Anastasia State Park is a 1,600-acre Florida State Park located on a peninsula on the Atlantic coast of Anastasia Island across Matanzas Bay from downtown St. Augustine.
Lost Art Gallery
Featuring Fine Art, Antiquities and Treasures from Around the World. Museum Quality at Affordable Prices. Open Sun-Tue 11-6, Fri-Sat 11-8:30, Closed Wed.
Castillo de San Marcos
The Castillo de San Marcos is the oldest masonry fort in the continental United States. Located on the western shore of Matanzas Bay in the city of St. Augustine, Florida, the fort was designed by the Spanish engineer Ignacio Daza.
St Augustine Lighthouse
The St. Augustine Light Station is an active lighthouse in St. Augustine, Florida. The current lighthouse stands at the north end of Anastasia Island and was built in 1874; it is the most recent of a number of towers built in the area.
St. Augustine Alligator Farm Zoological Park
The St. Augustine Alligator Farm Zoological Park is one of Florida's oldest continuously running attractions, having opened on May 20, 1893
Ripley's Believe It or Not
Museum with kitschy oddities on display, including shrunken human heads & rare animal skeletons.
Oldest Wooden School House
Located near the City Gates, The Old School House is a surviving expression of another time. Built over 200 years ago, while Florida was under the rule of Imperial Spain, it was constructed of red cedar and cypress and put together with wooden pegs and handmade nails.
Fort Mose Historic State Park
Fort Mose Historic State Park is a U.S. National Historic Landmark, located two miles north of St. Augustine, Florida, on the edge of a salt marsh on the western side of the waterway separating the mainland from the coastal barrier islands
Fountain of Youth
The Fountain of Youth Archaeological Park is a privately owned 15-acre park in St. Augustine, Florida, located along Hospital Creek, part of the Intracoastal Waterway.
Lightner Museum
The Lightner Museum is a museum of antiquities, mostly American Gilded Age pieces, housed within the historic Hotel Alcazar building in downtown St. Augustine.
Old Jail/Florida Heritage Museum
Listed in the National Registry of Historic Places, The Old Jail is a must-visit when in St. Augustine! Built to look like a hotel in the Romanesque Revival style and painted in an unassuming color, visitors will find that the Old Jail has been renovated to give tourists a glimpse into the daily lives of St. Augustine’s most notorious prisoners living under the penal system of the 19th and early 20th centuries. Costumed actors tell tales of the jail and its occupants, and even book you as an inmate! Additionally, the Old Jail has a large collection of weapons and artifacts for you to inspect up close and is one of just a few prisons of its kind still standing that makes for a great day of sightseeing on a historical adventure. It would be a crime if you didn’t stop by for a visit! Free parking.
Villa Zorayda Museum
Villa Zorayda is a house at 83 King Street in St. Augustine, Florida. It was inspired by the 12th-century Moorish Alhambra Palace in Granada, Spain.
Flagler College
Flagler College is a private four-year liberal arts college in St. Augustine, Florida. It was founded in 1968 and offers 29 majors and 34 minors.
St. Augustine Distillery
Visit the St. Augustine Distillery inside the historic ice plant in St. Augustine, Florida to watch us handcraft small-batch, super premium spirits.
Pirate Treasure Museum
The St. Augustine Pirate & Treasure Museum is a museum dedicated to pirate artifacts and offers an exciting and educational museum experience that transports you back in time over 300 years to Port Royal, Jamaica, at the height of the Golden Age of Piracy.
