1. 8:30 AM

    Fort Halyard

    The Highlands

    Start above The Narrows at Fort Halyard. Walk the restored paths and look across to Aria before the day heats up.

    Hilltop fort with sea views across a narrow channel
  2. Colourful harbour town street with old buildings

    10:30 AM

    Windmere Old Town

    The Leeward Coast

    Head into Windmere for the market, clock tower, harbour church, and old streets leading down to The Careenage.

  3. 12:30 PM

    Saltmarket Table

    The Leeward Coast

    Stop beside the old market for lunch at Saltmarket Table: daily plates, juices, and a quick walk back to the harbour.

    Market lunch with fresh local ingredients
  4. Coastal heritage route near tropical hills

    2:00 PM

    The Heritage Line

    The Leeward Coast

    Ride The Heritage Line along the old cane route, with views back to the harbour and out over the leeward water.

  5. 4:00 PM

    Palmetto Bay

    The Leeward Coast

    Settle into Palmetto Bay for calm water, a swim, and a slow afternoon near Windmere.

    Calm beach water at golden hour
  6. Harbour dinner table during evening service

    7:00 PM

    The Trade Winds Kitchen

    The Leeward Coast

    End the day at The Trade Winds Kitchen on the harbour, with Windmere lights across the water.

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Getting Around

Rent a car or hire a taxi for flexibility. The Highlands are best reached by hire car or guided tour.

Best Time to Visit

December to April is dry and busy. The green season runs June to November, warmer and quieter, with a chance of tropical weather.

Budget Tip

Many of the Island's best moments are simple: harbour walks, beach afternoons, fort views, and the ferry to Aria.