
Greece is one of the most romantic and rewarding trips in the world, ancient history, whitewashed island villages, turquoise water, and some of the best food anywhere. It is a dream honeymoon and a wonderful family trip. Here is how I plan it.
Start in Athens for the Acropolis and the layers of ancient history, a day or two is plenty before you head to the islands.
Island-hopping by ferry is the classic way; a private yacht is the ultimate one. Just next door, the Croatian coast (Dubrovnik, Hvar) offers a similar Mediterranean magic if you want to combine.
May, June, and September are ideal, warm and beautiful without peak-summer crowds and heat.
The magic is in the islands you choose, the order, and the ferries or yacht that connect them, and the best hotels sell out early. I design the route and arrange it through my trusted partners on the ground. Because it is a long-haul flight, it is worth reading whether business class is worth it for the trip over.
A local’s picks for hotels, Old San Juan food and bars, El Yunque, and the islands.
Read the guide →Parrandas, coquito, Three Kings Day, and the island’s months-long Christmas.
Read the guide →Region by region, from Casa de Campo to Punta Cana, Las Terrenas, and Santo Domingo.
Read the guide →