St. Augustine Babymoon Itinerary (Friday Afternoon – Monday Morning)

Day 1: Friday – Arrival & Evening Stroll

Morning: Travel to St. Augustine and check in to your boutique hotel, settling into a relaxing room with a king‑size bed and baby‑friendly amenities.

Afternoon: Take a gentle walk along historic St. George Street, browsing charming shops and enjoying a light snack at a café with outdoor seating.

Evening: Watch the sunset from the iconic St. Augustine Lighthouse and dine on fresh seafood at a nearby waterfront restaurant.

Day 2: Saturday – History & Romance

Morning: Explore the Castillo de San Marcos National Monument, strolling its stone walls and learning about the city’s colonial past.

Afternoon: Visit the elegant Lightner Museum followed by a leisurely lunch at The Floridian, a romantic spot known for its farm‑to‑table cuisine.

Evening: Embark on a spooky yet fun Ghost Tour through the historic district, then enjoy a cozy dinner at Catch 27 with river views.

Day 3: Sunday – Nature & Relaxation

Morning: Wander the trails of Anastasia State Park, taking in beach views and gentle surf while the baby enjoys the fresh air in a stroller.

Afternoon: Treat yourselves to a couple’s “babymoon” Spa Session at a local wellness center, featuring a prenatal massage and a private relaxation lounge.

Evening: Sail on a sunset cruise around Matanzas Bay, followed by a candlelit dinner at Preserved Restaurant, known for its intimate atmosphere.

Day 4: Monday – Departure

Morning: Enjoy a relaxed breakfast at the hotel’s patio, then take a short stroll to the historic Flagler College courtyard before checking out and heading home.

Time and Cost Estimates

• Hotel (2 nights) – 2 days – $500
• St. George Street stroll – 2 hrs – Free
• St. Augustine Lighthouse – 1.5 hrs – $12
• Castillo de San Marcos – 2 hrs – $15
• Lightner Museum – 1.5 hrs – $15
• Lunch at The Floridian – 1 hr – $50
• Ghost Tour – 1.5 hrs – $30
• Dinner at Catch 27 – 1.5 hrs – $70
• Anastasia State Park – 2 hrs – $8
• Babymoon Spa Session – 2 hrs – $200
• Sunset Cruise – 2 hrs – $80
• Dinner at Preserved Restaurant – 1.5 hrs – $70
• Breakfast (hotel) – 1 hr – $30
• Transportation (parking, shuttles) – Throughout stay – $50
• Total Estimated Cost: $1,050

Tips

If you’d like to extend your babymoon, consider adding a half‑day at nearby St. Augustine Alligator Farm or a relaxed beach day at Vilano Beach. To shorten the trip, skip the Ghost Tour and replace the sunset cruise with a simple evening walk on the pier, which still offers romantic views while saving time and money.