A weathered blue boat in turquoise water beside a palm-lined island village

The Uncharted Islands Series

Maybe your ideal island day starts with a swim and ends with dinner by the water. Maybe you’d rather rent a car and see where the road goes. Tell me what you’d actually want to do, and I’ll plan an island trip that fits.

Surprise Me

Tell me what matters most, from calm water and quiet evenings to good food and a little nightlife. I’ll choose an island around your preferences and keep as much of the trip a surprise as you want.

Plan My Mystery Island Trip

I Know Which Island

Already have an island in mind? I’ll help you figure out where to stay, how to get around, and which activities are worth setting aside time for. You can see the whole plan or leave a few details as surprises.

Plan My Island Trip

What’s Your Kind of Island Trip?

Beach days with room to do nothing. Stay near the water, keep meals easy, and leave a few afternoons wide open.

More time in the water. Build the trip around snorkeling, kayaking, or a boat day, with time to spare if the weather changes.

A little beach, a little exploring. Mix a swim or two with local markets, places to eat, and a drive beyond the resort area.

How It Works

  1. Tell me what you have in mind. Share your dates, budget, favorite activities, and hard nos in the Curious Q&A.
  2. Decide how much you want to know. If you’re going the mystery route, we’ll decide what you’ll know ahead of time and what I’ll save for the reveal.
  3. Review your proposal. I’ll put together a plan around your preferences. Once you approve it, we can move forward with booking.

See how mystery trips work.

Ready to Start Planning?

Tell me what would make this your kind of island trip.

Start Planning My Island Trip