Ultimate 5-Day St. Augustine Adventure Itinerary Itinerary

Enjoy a hearty breakfast at The Floridian, a farm-to-table restaurant celebrating local flavors. Then, immerse yourself in maritime history at the St. Augustine Lighthouse and Maritime Museum. Climb the lighthouse for panoramic views.

Dine at Catch 27, known for its fresh, local seafood. Afterward, take the St. Augustine Hop-on Hop-off Trolley Tour with Museum Entry to get an overview of the city's historic sites with the flexibility to explore at your own pace.

Experience the spookier side of St. Augustine with the St. Augustine Ghosts and Gravestones Old Town Trolley Tour. This entertaining and informative tour will take you to the city's most haunted locations. For dinner, enjoy the elegant ambiance and innovative Southern cuisine at Collage Restaurant.

Start with a delicious breakfast at Preserved Restaurant, known for its contemporary, Southern-inspired dishes. Then, embark on the St. Augustine Treasure Hunt Cruise with Onboard Show for a morning of interactive entertainment and scenic views.

Have lunch at Mango Mango's Caribbean Grill & Bar for a taste of island flavors. Spend your afternoon paddling through the waterways on the St. Augustine Dolphin and Manatee Paddle or Kayak Tour, where you'll have the chance to encounter marine life up close.

As the day winds down, enjoy a waterfront dinner at Cap's on the Water, offering a menu of fresh seafood and a relaxed atmosphere. Conclude your evening with the St. Augustine Black Raven Tropical Sunset Cruise, complete with live music and a full bar.

Indulge in a delightful breakfast at Blackfly The Restaurant, known for its unique blend of flavors. Then, visit the St. Augustine History Museum to gain a comprehensive understanding of the city's rich past.

For lunch, head to Gas Full Service Restaurant and enjoy their mouthwatering dishes. Spend your afternoon exploring the St. Augustine St. Johns River Airboat Safari with a Guide, where you'll encounter the area's diverse wildlife in their natural habitat.

Dine at Ice Plant Bar, a trendy spot with a focus on craft cocktails and farm-to-table dining. Then, take a leisurely St. Augustine Waterfront and Downtown Golf Cart Tour to discover the city's hidden gems and scenic spots.

Enjoy a leisurely breakfast at O'Steen's Restaurant, a local favorite known for its Southern comfort food. Spend your morning exploring the shops and boutiques along St. George Street, the heart of the historic district.

For lunch, visit The Conch House Restaurant, a waterfront eatery with a menu featuring Caribbean and Floridian cuisine. Afterward, take a guided tour of the Potter's Wax Museum and the Oldest Store Museum to learn about curious and historical artifacts.

Conclude your St. Augustine adventure with a memorable dinner at Columbia Restaurant, serving up a taste of Spanish cuisine in a beautiful setting. Then, enjoy an evening stroll along the Bridge of Lions, taking in the majestic views of the water and the city's skyline.