Design your own private St. Thomas experience with a certified local guide — from Blackbeard's Castle and the 99 Steps to the island's oldest synagogue and hidden viewpoints. Discerning travellers get the island entirely on their own terms.
What to expect
Begin at the 99 Steps — a stairway of yellow-brick ballast, dating to the 1700s — and climb to Blackbeard's Castle, a Danish watchtower with panoramic views over the harbour and the surrounding islands. Your guide recounts the pirate folklore and colonial intrigue that shaped Charlotte Amalie into one of the Caribbean's most storied ports. From there, the tour adapts: step inside St. Thomas Synagogue (the second-oldest in the Western Hemisphere, with its remarkable sand floor) for a private explanation of its Sephardic Jewish heritage, pause at Charlotte Amalie Overlook, then weave through the historic district's alleyways at your leisure. No rushing, no strangers — just expert storytelling in paradise.
Good to know
4.5-hour private format — ideal for a full morning or early afternoon port call. Guide meets you dockside. Confirm all-aboard time upfront so the itinerary is timed accordingly. Book at least 2 weeks in advance to secure a certified guide.
Sail there
Luxury cruises that call at Charlotte Amalie — book through us, the fare is identical and your concierge stays on your side.