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3-Day Ultimate St. Augustine Bachelor Party Itinerary
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3-Day Ultimate St. Augustine Bachelor Party Itinerary
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Day 1: Beach & History
St. Augustine, Florida
10:00AM
Check into beachfront vacation rental
Arrive in St. Augustine and settle into a beachfront vacation rental with stunning ocean views and easy beach access to start the celebration.
USD 500, 1h
12:00PM
Lunch at Beachside Bar and Grill
Enjoy fresh seafood and tropical cocktails at Beachside Bar and Grill steps from the beach, perfect for relaxing after travel.
USD 30, 1.5h
2:00PM
Explore St. Augustine Historic District
Walk through the historic district’s charming streets, visit shops, and admire landmarks like the Castillo de San Marcos (open 9am-5pm).
USD 15, 2h
5:00PM
St. Augustine Lighthouse Visit
Climb the lighthouse for panoramic views of the city and coast (open until 7pm in summer).
USD 25, 1.5h
7:30PM
Dinner at Columbia Restaurant
Dine on authentic Spanish cuisine in a historic setting, including paella and sangria to kick off the party.
USD 40, 2h
Find Hotels in St. Augustine
Day 2: Adventure & Brewery
St. Augustine, Florida
8:00AM
Kayaking Eco-Tour
Start early with a guided kayaking tour through scenic waterways spotting wildlife.
USD 50, 2h
11:00AM
Brunch at The Floridian
Savor Southern comfort food made with fresh, local ingredients at this popular downtown spot.
USD 30, 1.5h
1:00PM
St. Augustine Distillery Tour
Take a guided tour and enjoy tastings of craft spirits at this historic distillery (open 12pm-5pm).
USD 20, 1.5h
3:00PM
Brewery Hopping
Sample craft beers at Ancient City Brewing and Bog Brewing Company in downtown St. Augustine.
USD 30, 3h
7:00PM
Dinner at The Ice Plant
Enjoy upscale dining and artisan cocktails in a beautifully restored historic venue.
USD 60, 2h
Find Hotels in St. Augustine
Day 3: Golf & Departure
St. Augustine, Florida
9:00AM
Golf at World Golf Village
Play a relaxing morning round at this championship golf venue just outside St. Augustine.
USD 100, 4h
1:00PM
Lunch at Villagio Italian Grille
Refuel with gourmet Italian dishes and fine wines at Villagio located within the golf village.
USD 40, 1.5h
3:00PM
Check-Out and Departure
Head back to the rental for check-out and depart with great memories of the St. Augustine bachelor party.
USD 0, 1h
Find Hotels in St. Augustine
0
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More About st augustine
Saint Augustine, FL Road Trip with Toddler
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Trip Packing List: St. Augustine, Florida (January)
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Itinerary created by
Plantrip Team
July 14, 2025
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