Discover amazing St. Augustine activities and premium in-home experiences.
With cobblestone streets, centuries-old architecture, and salty Atlantic breezes, St. Augustine blends Old World charm with beach-town ease. As the oldest continuously inhabited European-settled city in the U.S., this coastal gem on Florida’s northeast coast is rich in history, romance, and timeless coastal beauty.
Raise a glass in St. Augustine’s haunted bars on a 2.5-hour guided crawl with spooky tales.
Experience ghostly tales and true crime mysteries on an electric tour vehicle.
Join a guided investigation of a famous haunted house with all equipment provided.
Explore St. Augustine's dark past by zero-emissions cart with small groups up to 7
Discover St. Augustine’s rich history while sampling local craft beers on a guided walking tour.
Sip wine and cocktails with food stops on a 3.5-hour walk through historic St. Augustine
Explore local candy shops and centuries of history in 90 minutes
Walk 459 years of St. Augustine history in 75 minutes
Sample four handpicked food stops and explore St. Augustine's flavors and history in 2.5 hours
Taste bourbon and whiskey flights as you explore St. Augustine's history with expert guides
Discover pirate and colonial past with hands-on fun for all ages
Spot dolphins and birds with a naturalist captain on a small-group eco cruise
Paddle from downtown St. Augustine into quiet salt marshes on a guided kayak tour
Sail on the Black Raven for a 1.5-hour pirate treasure hunt
Sunset cruise on the Black Raven with live music and St. Augustine views
Adults-only pirate comedy cruise with explicit skits, songs, and jokes
Celebrate your special day with a private 30-minute carriage ride and venue pickup
Explore St. Augustine at your own pace with a private street cart for up to six people.
Drive a two-seat ScootCoupe and explore St. Augustine on your schedule
Explore St. Augustine's historic district in a street-legal kart you drive yourself
Explore St. Augustine on a 49cc scooter built for two riders
Explore St. Augustine on a tuned bike with flexible rental durations
Glide through quaint local areas on a guided Segway tour and see spots most visitors miss
Explore St. Augustine's highlights with a guide in an exclusive cart with flexible stops
Drive your own street-legal cart to explore historic St. Augustine at your pace.
Enjoy a zero-emission cart for up to six with flexible 1–24 hour rentals
Rent a street-legal electric cart for up to 4 and cruise with a quiet, zero-emission ride
Explore St. Augustine’s culinary scene with guided tastings and open-air transfers
Taste your way through St. Augustine with 4 food stops and curated drink pairings
See downtown landmarks and hear expert stories on a quiet 1-hour EV ride
Explore downtown Saint Augustine with expert storytelling in a quiet EV
Dive into Saint Augustine history and sample local eats, with free parking and convenient downtown pickup
Ride an electric cart through St. Augustine’s top historic sites with a driver-guide
See historic forts and a lighthouse from the water aboard a nimble catamaran.
Explore beaches and downtown with flexible rental durations on an easy-to-ride two-person scooter.
Rent a single kayak with delivery around St. Augustine
Tandem kayak rental with delivery in St. Augustine
Cruise historic St. Augustine with your group in a street-legal golf cart
Cruise the Matanzas River at sunset for Bridge of Lions views
Cruise St. Augustine at sunset with a cash bar onboard
Wander through the heart of St. Augustine and you’ll feel like you’ve stepped into a storybook. The historic district is filled with Spanish colonial buildings, hidden courtyards, and local boutiques tucked into 18th-century storefronts. Start your day with a coffee on St. George Street, then explore iconic sites like Castillo de San Marcos, a 17th-century fortress with sweeping views of Matanzas Bay.
History blends seamlessly with coastal charm here. Tour the Lightner Museum, housed in a Gilded Age hotel, or climb the spiral staircase of the St. Augustine Lighthouse for panoramic ocean views. For nature lovers, nearby Anastasia State Park offers soft dunes, tidal marshes, and peaceful walking trails—just minutes from town. After sunset, the city’s gas lamps flicker to life, illuminating cozy restaurants, ghost tours, and live music tucked into quiet corners.
Greetwell guests can book curated local experiences, from historic walking tours and boat excursions to artisan food tastings that capture the unique flavor of St. Augustine.