St. Augustine delivers that perfect blend of charm, history, and coastal fun that keeps travelers coming back. Downtown and the historic Old City feel like stepping into another era, with cobblestone streets, centuries‑old architecture, and lively shops and cafés tucked into every corner. Visitors can wander through the Castillo de San Marcos, browse local boutiques, or enjoy a sunset drink overlooking the Matanzas River. The atmosphere is warm, walkable, and full of character—ideal for anyone who loves exploring a place with real personality.

Just minutes away, miles of pristine beaches stretch along Anastasia Island, offering soft sand, gentle waves, and plenty of room to relax or play. Biking is a favorite way to experience the area, whether cruising along the shoreline, pedaling through Anastasia State Park, or riding scenic trails that wind past marshes and wildlife. Add in dolphin tours, lighthouse climbs, farmers markets, and a vibrant food scene, and you’ve got a destination that blends adventure, relaxation, and history into one unforgettable coastal getaway.

Bars and Restaurants

Bars and Restaurants Near the Condo

  • The Oasis – Walking distance just North of the Condo on A1A
  • Hurricanes – Walking distance just across the street across A1A
  • Connelly Shore Grill – Breakfast and Lunch
  • Kookaburras – Coffee shop – Walking distance just across the street across A1A
  • Purple Olive – Good food – nice intimate fancier restaurant (in same mall as Hurricanes)
  • Salt Water Cowboys  –   at the other end of Dondanville – on the intercoastal local favorite
  • Seafood Kitchen – good local fresh seafood.  (in same mall as Hurricanes)

Bars and Restaurants Downtown, In the Heart of Old City

  • Prohibition Kitchen – In the center of town, lively, usually a band, good party bar
  • Mill Top Bar – upstairs bar usually has music
  • Casa Reina – large, fun Mexican food
  • Saint – Right next to Casa Reina – new and spectacular
  • River and Fort – upscale, great rooftop and views of the River and the Fort
  • Meehans Back Yard – Fun backyard bar
  • Harry’s – Most popular restaurant in town
  • OC Whites – Great outside patio, good food and near the marina
  • Columbia – in the center of town.  Spanish Restaurant  – Very popular tourist spot
  • Tini Martini Bar – great drinks and great view
  • The Floridian – good southern food
  • Ice Plant – great cocktails

Bars and Restaurants On the Island, But a Short Drive

  • Mango Mango – A Street A1A Beach
  • Salt Life – -A1A Beach – Bar /Restaurant – Sushi Good Food usually music
  • Sunset Grill – Good food
  • Beach Diner – Good for Breakfast
  • Taco Libre – good Mexican food
  • Beach Comber – A Street (about 2mile walk on the beach)
  • Commanders Fish Camp – good seafood and great sunset views
  • The Conch House – at the Marina – good food great waterfront atmosphere
  • Gypsy Cab – Good food
  • Black Fly – upscale good food
  • Llama – Peruvian food, upscale, need reservation

Restaurants and Shopping On Route 1 (Off Island but not in the Old City — Use 312 Bridge

  • Asado Life
  • The Boathouse
  • Jimmy Hulas – great tacos
  • Shopping – Lowes, Home Depot, Marshalls, Target, Bealls

Attractions / Things to Do

On The Island

  • Alligator Farm
  • Lighthouse
  • Anatasia State Park
  • Saturday morning Farmers Market at Amphitheater
  • Marine Land
  • Fiesta Falls Mini Golf
  • Rent E-Bikes to ride on beach

Downtown

  • Lightner Museum
  • Flagler College tour
  • Old Jail
  • Trolley tours
  • Ghost Tours
  • Water/Boat tours
  • Castilla de San Marcos Fort
  • St. Augustine Distillery
  • St. George Street
  • Fountain of Youth

Outside the Area

  • Jacksonville Zoo
  • St. Augustine Premium Outlets

    Parks & Bike Riding

    Anastasia State Park
    Beautiful, empty beach, great for bike rides, walks, etc.
    300 Anastasia Park Rd., St. Augustine FL 32080
    904-461-2033
    https://www.floridastateparks.org/anastasia

    Washington Oaks Gardens State Park
    Pretty place to go ride your bike, picnic etc.
    6400 N. Oceanshore Blvd. , Palm Coast FL 32137
    386-446-6780
    https://www.floridastateparks.org/parks-and-trails/washington-oaks-gardens-state-park

    Mantanzas State Forest
    Large 4,900 acre state forest just south of 206 on Route 1 (approx 10-15 miles)
    Directions: 206 West to Route 1 South approx 5 miles
    Address: Double Gate Road, St. Augustine, FL 32086
    https://www.freshfromflorida.com/Divisions-Offices/Florida-Forest-Service/Our-Forests/State-Forests/Matanzas-State-Forest

    https://www.freshfromflorida.com/content/download/29777/752713/Matanzas.pdf

    Faver-Dykes State Park
    South of Mantanzas Forest, probably 40 minutes away
    https://www.floridastateparks.org/parks-and-trails/faver-dykes-state-park

    https://www.floridastateparks.org/sites/default/files/media/file/fad-brochure.pdf

    Bike Trails

    Guana River State Park Trail
    North of St. Augustine
    https://www.singletracks.com/bike-trails/guana-river-state-park.html

    Nocatee Mountain Bike Trail
    (Ponta Vedra)
    https://www.alltrails.com/trail/us/florida/nocatee-preserve-trail

    Moses Creek Conservation Area Trails
    1300 FL-206, St. Augustine, FL 32086
    (Just South of Condo on 206 W, just over the bridge)
    10 – 12 miles of trails
    Trail Map:
    https://www.sjrwmd.com/static/lands/trailguides/mosescreektrail.pdf
    Website: https://www.sjrwmd.com/lands/recreation/moses-creek/
    Property Map: https://www.sjrwmd.com/static/lands/recreation/Moses_Creek_Conservation_Area.pdf