Portland is a trek to get to — and that’s the beauty of it. The main town, Port Antonio, once hosted the Hollywood jet set but has stayed refreshingly untouched.

There are no big resorts, just raw beauty, warm hospitality, and a slower rhythm that invites you to breathe deeper. Once you’ve been, you’ll understand why we return every year.

• Norman Manley International (KIN), Kingston – about 3 hours away.

• Sangster International (MBJ), Montego Bay – about 4 hours away.

Due to the distance, we recommend finding a flight that arrives early and departing on an evening flight. To get to Portland from the airport, you can rent a car, hire a taxi or take the Knutsford Express.

We get this question often. Especially in the early days when there wasn’t a built-out website with some details. The answer is the same then as it is now: The guests choose themselves. Portland isn’t easy to get to and it’s not the most convenient while you’re there. However, its beauty is unmatched. If something about this speaks to you, you’re the right person and you’ll find other like-minded people as your dining companions.

There’s no wrong way to do it. Some guests come just for the dinner, others turn it into a week-long exploration of the island. We recommend at least two full days in Portland to enjoy its beaches, waterfalls, rafting, and stillness. Many guests stay from Wednesday to Monday to really soak it in.

We dubbed this the anti–group group trip. The only fixed event is the dinner itself. However, we often host optional activities on Thursday and Friday, and we create a space for guests to connect and make plans together.

That depends on your style. On Airbnb, you’ll find everything from rustic bungalows to expansive villas for groups. There are also boutique luxury hotels like GeeJam and Trident. We recommend staying near the San San/Drapers area to be close to the dinner and some of Portland’s best beaches. You can absolutely plan your own stay — but if you’d rather not think about the details, we offer optional trip curation packages where we handle accommodations, transportation, and activities.

Chef India creates a multi-course menu inspired by local ingredients, paired with a mix of cocktails, roots tonics, and teas. We reveal it on the day of the dinner. If you have dietary restrictions, let us know when booking. We’ll take care of you.

Start planning your trip! Book a flight and secure your accommodations. Three weeks before the dinner, we’ll send you an email with final details, local tips, packing suggestions, and more.