Spend a private half-day on St. John exploring Annaberg Sugar Plantation, the Leinster Bay trail and hours of beach time at Trunk Bay. Expect snorkeling, history-rich ruins, and scenic overlooks on a 4–5 hour guided route.
More ways to explore the area's outdoor wonders
The day opens on a cliffside road as the Caribbean light sharpens the green of the hills and the sea below dares you to slow down. Your private guide points out a coral-fringed crescent — Trunk Bay — before the minibus takes the switchbacks toward Cruz Bay overlook, where sailboats bob like punctuation marks on an endless sentence.
Difficulty
easy
Duration
4–5 hours
Fitness Level
Suitable for all fitness levels—short walks and a moderate number of steps at ruins and overlooks; beach time is unstructured.
Wildlife
History
Annaberg Sugar Plantation preserves ruins from the colonial sugar era and is closely linked to the 1733 slave revolt that changed island society.
Conservation
Much of St. John is Virgin Islands National Park; visitors should avoid touching coral, carry out trash, and use reef‑safe products to protect reefs and seagrass beds.
Reserve your spot on the Private St John Tour including Trunk Bay today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Bring reef‑safe sunscreen
Coral reefs are protected — use reef‑safe sunscreen and reapply after swimming.
Wear water shoes
Shorelines and reef entries can be rocky; water shoes protect feet and make snorkel entry easier.
Buy ferry tickets in advance
Ferry to St. John is not included; secure round‑trip tickets early, especially in high season.
Change out of sandy clothes
Suppliers request guests be free of sand before reboarding vehicles — pack a quick dry change.
Reef‑safe sunscreen
Protects skin and the coral ecosystem while preventing sunburn during long beach stops.
summer
Mask & snorkel
Essential to explore the underwater trail and reefs at Trunk Bay and Leinster/Waterlemon Cay.
summer
Water shoes
Make rocky entries and shallow reef walks safer and more comfortable.
spring
Light rain jacket or wind shell
Trade winds and brief tropical showers are possible; a compact shell keeps you comfortable on overlooks.
fall