Waikiki Afternoon Sail

At $50 per person with all drinks included, the Waikiki Afternoon Sail is the best-value experience on the water in Waikiki – and it isn’t close. Board our custom 45 foot catamaran directly from the sand, pop open a cold drink, and settle in as we sail the south shore of Oahu toward Diamond Head. No harbor, no shuttle, no crowds – just the open ocean and the warm trade winds & the most iconic views of the Pacific Islands.

The Waikiki Afternoon Sail is one of the most versatile activities on the island, at an intentional sweet-spot at 3PM. By mid-afternoon, the morning snorkels have returned to their hotels, the beach is at its liveliest, and the afternoon light on Diamond Head is nothing short of spectacular. Kids sail for free (aged 0-3), or at a discounted Keiki (kids) rate for $30. Families & groups get a shared experience that doesn’t require everyone to do the same activity at the same speed, and solo travelers get to see a side of Waikiki that most people who stay on land never get to experience. If you’re trying to figure out what to do between your morning activity and your evening luau reservation – this is it.