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.
Sample local wines, cocktails, and cuisine while exploring historic St. Augustine’s vibrant downtown.
Explore local candy shops and centuries of history in 90 minutes
Explore 450 years of history on a guided 75-minute stroll through America's oldest city
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
See historic St. Augustine by kayak with instruction and stable tandem boats
Experience pirate battles, sea shanties, and treasure hunting fun for all ages.
Sail past St. Augustine landmarks at golden hour with live music and chances to spot dolphins
Adults-only pirate show cruise with bawdy skits, songs, and jokes
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.
Explore St. Augustine’s culinary scene with guided tastings and open-air transfers
Savor St. Augustine’s flavors on a guided walking food adventure with local tastings and drinks.
Savor sweet and savory bites with cocktail pairings while strolling St. Augustine’s charming streets.
See downtown landmarks and hear expert stories on a quiet 1-hour EV ride
See downtown highlights by electric-assist pedicab with a local guide in 45 minutes
Explore downtown Saint Augustine with expert storytelling in a quiet EV
Discover St. Augustine’s rich history on an engaging electric vehicle tour with a knowledgeable 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.
Paddle St. Augustine's scenic waterways at your own pace with convenient delivery
Paddle local inlets at your own pace with convenient kayak delivery to your launch spot.
Cruise historic St. Augustine with your group in a street-legal golf cart
Cruise St. Augustine’s waterfront for close-up views of the lighthouse, Castillo de San Marcos, and native wildlife.
Watch the sun dip behind St. Augustine as you cruise the Matanzas River
Admire iconic St. Augustine landmarks from the water during an adults-only sunset voyage.
Sample six wines while cruising past historic landmarks and scenic bayfront views.
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.