things to do in St Augustine, FL

Sunset cruise on the Black Raven with live music and St. Augustine views

Cruise the Matanzas River at sunset for Bridge of Lions views

Glide through freshwater creeks to spot alligators, manatees, and bald eagles on a thrilling airboat ride

Cruise St. Augustine at sunset with a cash bar onboard

Cruise St. Augustine’s waterways with narrated landmark views

Paddle from downtown St. Augustine into quiet salt marshes on a guided kayak tour

All-day downtown St. Augustine rides plus a 1-hour historical tour

Paddle clear tandem kayaks past St. Augustine landmarks and coastal scenery

Ride private trails through Old Florida forests and cypress swamps

Sail St. Augustine’s historic bayfront as the sun sets from a private yacht

Discover St. Augustine’s rich history while sampling local craft beers on a guided walking tour.

Make your private St. Augustine boat day your own with a local captain

Adults-only pirate comedy cruise with explicit skits, songs, and jokes

Take in historic waterfront views with music on the water

Discover St. Augustine's past with a knowledgeable local guide

Walk St. Augustine’s hidden vice history with an author-guide

Cruise the St. Augustine Bayfront with a guided wine tasting (21+)

Cruise St. Augustine at sunset on a private captained boat

Rent a 7-speed hybrid bike for 4 hours to 30 days

Explore St. Augustine’s culinary scene with guided tastings and open-air transfers

Cruise St. Augustine and look for Atlantic bottlenose dolphins

Savor seasonal pairings while sailing into the sunset

Sip wine and cocktails with food stops on a 3.5-hour walk through historic St. Augustine

Build confidence on the water with private coaching from experienced rider Grant G’Sell