3 Nights in the Nation’s Oldest City – 2nd night

Things to Do in St. Augustine

Three Days in the Oldest City

3 Nights in the Nation’s Oldest City

(2nd 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 regret that more time had not been allotted to exploring all that St. Augustine has to offer. The aim of this article series is to provide potential new guests with a three day itinerary highlighting the “Must See’s” of St. Augustine, FL.

Day 2:

If you’re an early riser, take a stroll along St. Augustine’s beautiful bayfront seawall and behold a sunrise over the Matanzas Bay – just four blocks from Carriage Way B & B! Head back to the Inn just in time for breakfast served from 8:30am to 10:00am. Sip your morning coffee from one of our signature, hand-turned Carriage Way mugs and then sit back and relax while we serve you one of our famous breakfasts!

Oldest City

Carriage Way Bed & Breakfast Mugs

After breakfast, head south on Cordova Street and you will see Flagler College, or the Old Hotel Ponce de Leon just a few blocks down. The hotel was built by Henry Flagler, Standard Oil tycoon, in 1888. Enter the old hotel from Cordova Street or through the courtyard which faces King Street. Tickets for the tour can be purchased inside the lobby from the gift shop for $10. The tour is usually 45 minutes to one hour.

Oldest City

Hotel Ponce de Leon/Flagler College

Directly across from the Hotel Ponce de Leon is the old Alcazar Hotel also built by Henry Flagler. The Alcazar Hotel now houses the Lightner Museum  and the unique Cafe Alcazar. The Cafe Alcazar is located in the deep end of what was once the old hotel’s swimming pool – a perfect spot to enjoy a late lunch!

Oldest City

The Hotel Alcazar Indoor Pool where the Cafe Alcazar now resides.

After lunch, head East on King street and a block away from the Lightner Museum you will see a very unique looking building, the Villa Zorayda. This poured concrete and crushed coquina shell building is modeled after a section of the Alhambra Palace in Granada, Spain and was once a famous casino. Tickets are on sale for $10 to tour the Villa Zorayda for a self-guided audio tour.

Oldest City

The Villa Zorayda in St. Augustine

Continue East on King street and then make a left on Riberia Street. Just a block down you will see a large white building, The Ice Plant  and The St. Augustine Distillery. Enjoy a FREE tour and tasting at the St. Augustine Distillery! During the tour, you will learn all about the distilling process, the barrelling and the bottling.  Belly up to the bar at the conclusion of the tour and watch your tour guide mix a few cocktails from their award winning gin or vodka!  Exit at the gift shop and then head over to the Ice Plant Bar & Restaurant to witness the artistry of a hand crafted cocktail of your choosing! For dinner, stay and experience a fresh farm to table supper to compliment your beverage.  Tours of the St. Augustine Distillery are available Monday – Saturday from 10:30am to 5:00pm and Sunday 11:30am to 5:00pm. The Ice Plant Bar & Restaurant is open Tuesday to Saturday from 11:30am to 2:00am, Sunday & Monday, 11:30am to Midnight. Lunch is served 11:30am to 2:30pm Monday through Friday. Dinner is served 5:00pm to 10:00pm 7 days a week.

Oldest City

St. Augustine Distillery.

Oldest City

The Ice Plant Bar & Restaurant

Continue East on King street for just a few more blocks and you will come across the San Sebastian Winery, the birthplace of American wine. Enjoy a FREE wine tour and sample wines produced from the locally Florida grown Muscadine grape. If you are visiting on a weekend, head up to the rooftop bar, “The Cellar Upstairs” and enjoy live and local music while sipping on your favorite San Sebastian vino! Wine tours are Monday – Saturday from 10:00am to 6:00pm and last around 45 minutes. The Cellar Upstairs is open on weekends (Friday, Saturday & Sunday) from 11:30am (Serving lunch) to 12:00am.

Oldest City

St. Augustine San Sebastian Winery

Carriage Way Bed & Breakfast is a short and scenic 15 minute walk from either the Distillery or the Winery. Enjoy the St. Augustine evening lights and night life as you make your way back “home” to Carriage Way. Select a beverage of your choice – including one of our three varieties of wine, from our complimentary beverage assortment and sip it out on the upper veranda porch swing before bed. Carriage Way looks forward to hosting you for 3 nights in the Nation’s Oldest City!