Rain or Shine: A 3‑Day Family Itinerary

Whether you're escaping a summer shower or Florida's heat, discover a 3-day family itinerary filled with museums, indoor attractions, shopping, dining, and entertainment in St. Augustine.

Day 1: Historic Downtown Discoveries

Breakfast

Start your morning at Maple Street Biscuit Company for Southern-inspired biscuit sandwiches, or enjoy a classic waterfront breakfast at Mary's Harbor View Cafe overlooking Matanzas Bay.

Morning

Lightner Museum - Explore one of St. Augustine's most iconic museums, featuring fine art, historic artifacts, and Gilded Age collections inside the former Alcazar Hotel.

Sweet Stop

Claude's Chocolate - Browse handcrafted chocolates, gourmet truffles, fudge, and artisan gelato while exploring historic downtown.

Lunch

Columbia Restaurant - Enjoy authentic Spanish and Cuban cuisine at one of Florida's most beloved restaurants.

Afternoon

Choose your adventure:

St. Augustine Pirate & Treasure Museum – Discover one of the world's largest collections of authentic pirate artifacts, interactive exhibits, and legendary tales of swashbuckling adventure.
Potter's Wax Museum – Meet lifelike historical figures, celebrities, and pop culture icons at America's oldest wax museum.
Colonial Quarter – Explore more than 300 years of St. Augustine history through recreated colonial buildings, interactive exhibits, and covered demonstrations.

Dinner

17 King American Bistro - Gather the family for elevated American favorites in a relaxed, welcoming atmosphere just steps from historic downtown attractions.

Evening

Choose one:

Ripley's Believe It or Not! Museum (Open until 8 p.m.) — Discover hundreds of fascinating exhibits, optical illusions, and interactive displays.
Ponce de le Rollin' — Lace up your skates for a fun-filled evening at this classic family roller rink.
Magic Hideaway (Saturdays only) — Experience an intimate evening of close-up magic and illusion.

View this post on Instagram

A post shared by Lightner Museum (@lightner_museum)

Day 2: Arts, Culture & Lincolnville

Breakfast

Southern Grounds & Co. - Kick off your morning with locally roasted coffee, fresh pastries, hearty breakfast favorites, and healthy bowls in this stylish neighborhood café located in the heart of downtown St. Augustine.

Morning

Explore St. Augustine's creative side:

Crisp-Ellert Art Museum – Discover rotating exhibitions featuring contemporary art from regional and national artists inside Flagler College.
PAStA Fine Art Gallery – Browse paintings, sculpture, photography, jewelry, and mixed media created by members of the Professional Artists of St. Augustine.

Lunch

Athena Cafe - Enjoy authentic Greek favorites, fresh salads, sandwiches, and Mediterranean specialties in a charming courtyard setting just steps from St. George Street.

Afternoon

Lincolnville Museum & Cultural Center - Learn about the rich Civil Rights history and cultural heritage of one of St. Augustine's most significant neighborhoods through engaging exhibits and personal stories.

Afternoon Treat

Choose your favorite sweet stop:

Maci's Ice Cream – Cool off with handcrafted ice cream, sundaes, milkshakes, and classic frozen treats in the heart of historic downtown.
Likit Soft Serve Ice Cream – Build your perfect cone with creamy soft serve, fun toppings, and family-friendly treats everyone will love.

Dinner

Ice Plant Bar & Restaurant - Dine inside a beautifully restored historic ice plant featuring creative American cuisine and locally sourced ingredients.

Evening

Catch a live performance at:

Limelight Theatre
EMMA Concert Association (performance schedule varies)

View this post on Instagram

A post shared by Totally St. Augustine (@totallystaugustine)

Day 3: Relax, Shop & Indulge

Breakfast

Juniper Market- Start your day with freshly brewed coffee, breakfast sandwiches, pastries, and wholesome café favorites in a bright, welcoming atmosphere.

Morning Shopping

Browse downtown boutiques including:

Mid-Morning

Salt Spa St. Augustine - Recharge with a relaxing halotherapy session or wellness treatment while taking a peaceful break from the rain.

Lunch

St. Augustine Seafood Company - Take a break on St. George Street for fresh seafood, fish tacos, shrimp baskets, chowders, and other casual coastal favorites in a relaxed, family-friendly atmosphere.

Afternoon

Enjoy an indoor tasting experience at:

City Gate Spirits – Sample handcrafted spirits and learn about the distilling process in the heart of historic downtown.
Carrera Wine Cellar – Sip a curated selection of wines in a welcoming tasting room perfect for unwinding on a rainy afternoon.

Sweet Finish

Crème de la Cocoa - Indulge in handcrafted desserts, gourmet pastries, and artisan chocolates for the perfect afternoon pick-me-up.

Dinner

Choose one:

La Nouvelle Bistro – French-inspired cuisine served in an intimate neighborhood bistro.
Lotus Noodle Bar – Creative Asian-inspired noodle dishes and small plates in a stylish, modern setting.
Michael's St. Augustine – Contemporary fine dining featuring globally inspired flavors and seasonal ingredients.

Evening

End your getaway with live music or a relaxing evening at:

Milltop Tavern – Enjoy live music in a casual historic setting.
La Cocina at the Cellar Upstairs – Listen to live jazz while overlooking the San Sebastian River from San Sebastian Winery.
Old Coast Ales Brewery & Tap Room (best suited for families with older teens or adults) – Sample locally brewed craft beers in a laid-back taproom atmosphere.