Curated Road TripsCurated Road Trips

    Day Itinerary

    8 Activities
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    Day 1

    152 mi

    A Day in America's Oldest City

    Take a leisurely drive north to America's oldest city, St. Augustine. This Atlantic gem is filled with history and coastal beauty, which makes it a perfect place to begin this quintessentially Southern road trip.
    09:00

    Orlando

    Flying into Orlando makes for a perfect starting location to tour the Southern coastal and agricultural states.
    4.4 mi
    15 min
    Lineage Coffee Roasting
    09:201 hr

    Lineage Coffee Roasting

    Café
    Open Details
    This is an agriculture-centric trip, and there’s no better place to start than at Lineage Coffee. This Orlando staple has been a premium roaster in town for about a decade, and their rich, delicious brews are the perfect road trip fuel. After grabbing a perfect cup of coffee, spend some time meandering the East End Market that houses Lineage, where there are food, shops, and other pop-up vendors to check out.
    Lineage is open daily from 8:00 a.m. to 7:00 p.m.
    64.8 mi
    1 hr 20 min
    Ponce de Leon Inlet Lighthouse & Museum
    11:4045 min

    Ponce de Leon Inlet Lighthouse & Museum

    Museum
    Open Details
    Visit this beautiful lighthouse and museum to learn more about the rich colonial history of Florida's Atlantic coast. Named for Antonio Pons, among the earliest colonists of the area, this location has had historical significance since the 1700s. To learn more and plan a tour, visit the museum website. After the museum, stop anywhere along the coast for a beautiful spot to stretch your legs.
    The lighthouse and museum are open from 10:00 a.m. to 6:00 p.m. daily.
    69.6 mi
    1 hr 30 min
    Sunset Grille
    14:001 hr

    Sunset Grille

    Bar
    Open Details
    Ask a St. Augustine local where you should go to eat, and there's a great chance they'll say Sunset Grille. Rich and delicious seafood dishes pair well with classic bar offerings to create a quintessential coastal restaurant. Sitting out on the patio for a late lunch is the perfect way to experience this classic.
    Sunset Grille is open from 11:00 a.m. to 9:00 p.m. Sunday to Thursday, and 11:00 a.m. to 10:00 p.m. Friday and Saturday.
    4.9 mi
    15 min
    Castillo de San Marcos
    15:151 hr 30 min

    Castillo de San Marcos

    Historic Site
    Open Details
    After lunch, you’ll have enough time to make a thorough visit to America's oldest brick fort. Built by the Spanish to defend the Atlantic trade, this well-preserved landmark is striking to tour. Watch your step as the walls are steep! You can explore the fortress anytime, and there are musket and cannon demonstrations on the weekend.
    The monument is open from 9:00 a.m. to 5:00 p.m. daily.
    3.8 mi
    15 min
    Anastasia State Park-Parking Lot
    17:002 hrs

    Anastasia State Park-Parking Lot

    Parking
    Open Details
    Time to visit some of the most pristine beaches in the state at Anastasia State Park. This gem of a coastal park includes beautiful white sand, rich history, and wildlife. There are a variety of exciting activities you can do at Anastasia, such as hiking, biking, swimming, paddling, fishing, and more. Also, the park rangers host excellent bird watching events, so it’s a great idea to correspond your visit with one of these. Events, bookings, and more information can be found here. The park closes at sunset.
    4 mi
    15 min
    Preserved Restaurant
    19:151 hr 30 min

    Preserved Restaurant

    Restaurant
    Open Details
    Preserved, so named for the beautifully maintained Jefferson House in St. Augustine, is so much more than a historical building. This fine dining experience flaunts a fresh, seasonal menu with terrific seafood and excellent cuts of meat. If you like oysters, Preserved is the place to get them.
    Preserved Restaurant is open from 4:00 p.m. to 9:00 p.m. Tuesday to Saturday. Reservations are strongly recommended and can be made by calling +19046794940 or online here.
    0.7 mi
    10 min
    Hilton St. Augustine Historic Bayfront
    21:0011 hrs

    Hilton St. Augustine Historic Bayfront

    Lodging
    Open Details
    Housed in a beautiful Spanish colonial-style building, the Hilton Saint Augustine is the perfect place from which to enjoy the Spanish corridor and Historic District. Complete with comfortable rooms and an outdoor pool, you are sure to enjoy your stay.
    Book Now
    If you are a TCS member and would like to book a hotel with 3% cashback, please follow the instructions via this link.
    Day 2
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    Curated Road Trips

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