New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Free AI trip planner

5-day trip to St. Augustine

5-day trip to St. Augustine Itinerary

Last updated: 2024 Jun 14

Exploring the Historic District

Morning
Start your day by grabbing a coffee and breakfast at Cafe Alcazar. Afterward, take a stroll through the historic district and visit iconic landmarks such as Castillo de San Marcos National Monument and St. Augustine Lighthouse and Maritime Museum. Don't miss the opportunity to explore the charming streets and shops in the area.
Afternoon
For lunch, head to The Floridian and enjoy their delicious Southern-inspired cuisine. Afterward, visit the St. Augustine Pirate and Treasure Museum to learn about the city's pirate history. In the afternoon, take a relaxing boat cruise along the St. Augustine waterfront with St. Augustine Boat Cruise and Electric Golf Cart Tour.
Evening
End your day with a delightful dinner at Preserved Restaurant, known for its farm-to-table dishes. Afterward, join the St. Augustine Haunted Pub Crawl for a spooky and entertaining evening exploring the city's haunted pubs.
Bedtime
Find amazing hotels in St. Augustine.
Visit Castillo de San Marcos National Monument in St. Augustine
star4.76

Castillo de San Marcos National Monument

Book Now
Visit St. Augustine Lighthouse and Maritime Museum in St. Augustine
star4.82

St. Augustine Lighthouse and Maritime Museum

Book Now
next arrow

Nature and Adventure

Morning
Start your day with a kayak or paddle tour to spot dolphins and manatees with St. Augustine Dolphin and Manatee Paddle or Kayak Tour. Afterward, grab a quick snack at Cellar Six.
Afternoon
For lunch, head to Salt Life Food Shack and enjoy their fresh seafood dishes. Afterward, visit the St. Augustine Alligator Farm Zoological Park to see a variety of reptiles and exotic birds. In the afternoon, take a thrilling airboat safari on the St. Johns River with St. Augustine St. Johns River Airboat Safari with a Guide.
Evening
Enjoy a delicious dinner at The Conch House Restaurant, known for its waterfront dining experience. Afterward, join the St. Augustine Ghosts and Gravestones Old Town Trolley Tour for a spooky evening exploring the city's haunted sites.
Bedtime
Find amazing hotels in St. Augustine.
Visit St. Augustine Dolphin and Manatee Paddle or Kayak Tour in St. Augustine
star4.27

St. Augustine Dolphin and Manatee Paddle or Kayak Tour

Book Now
Visit St. Augustine Alligator Farm Zoological Park in St. Augustine
star5.00

St. Augustine Alligator Farm Zoological Park

Book Now
next arrow

History and Culture

Morning
Start your day with a visit to Flagler College, known for its stunning architecture. Afterward, grab a coffee at Blackfly The Restaurant and explore the Lightner Museum to see its impressive collection of art and artifacts.
Afternoon
For lunch, head to A1A Ale Works and enjoy their craft beers and delicious pub food. Afterward, visit the Fountain of Youth and learn about the city's Spanish colonial history. In the afternoon, take a guided tour of the The St. Augustine Old Jail Museum to experience life behind bars in the 19th century.
Evening
Indulge in a delightful dinner at Harry's Seafood Bar & Grille, known for its Cajun and Creole dishes. Afterward, enjoy a live music performance at Scarlett O'Hara's Bar and Restaurant.
Bedtime
Find amazing hotels in St. Augustine.
Visit Flagler College in St. Augustine
star4.68

Flagler College

Book Now
Visit Lightner Museum in St. Augustine
star4.71

Lightner Museum

Book Now
next arrow

Art and Entertainment

Morning
Start your day with a visit to the Potter's Wax Museum to see lifelike wax figures of historical and celebrity figures. Afterward, grab a quick snack at Gypsy Cab Co. Inc..
Afternoon
For lunch, head to Collage Restaurant and savor their creative and upscale cuisine. Afterward, explore the St. Augustine History Museum to learn about the city's rich history. In the afternoon, visit the Micro Masterpieces Art Gallery to admire unique and intricate miniature artworks.
Evening
Enjoy a delicious dinner at Caps on the Water, known for its waterfront dining experience. Afterward, catch a live performance at the Whetstone Chocolates of St. Augustine.
Bedtime
Find amazing hotels in St. Augustine.
Visit Potter's Wax Museum in St. Augustine
star4.40

Potter's Wax Museum

Book Now
Visit St. Augustine History Museum in St. Augustine
star4.14

St. Augustine History Museum

Book Now
next arrow

Relaxation and Farewell

Morning
Start your day with a leisurely breakfast at Mango Mango's Caribbean Grill & Bar. Afterward, visit the St. Augustine Oldest Store Museum to experience a glimpse of life in the late 1800s.
Afternoon
For lunch, head to O'Steen's Restaurant and enjoy their famous fried shrimp. Afterward, take a relaxing stroll along the beach at St. Augustine Beach and soak in the sun and ocean breeze.
Evening
End your trip with a farewell dinner at The Reef Restaurant, known for its seafood dishes and oceanfront views. Reflect on your memorable trip to St. Augustine and plan your next adventure.
Bedtime
Find amazing hotels in St. Augustine.
Visit Oldest Store Museum in St. Augustine
star4.60

St. Augustine Oldest Store Museum

Book Now
next arrow

Top St. Augustine Travel Videos

kayakFind the right stay during your trip.
Got a question about your trip?