Greek Islands Luxury Tours & Trips

The 5-star San Marco Hotel sits in Houlakia Bay with spa suites and views across the Aegean Sea, while Splendour Resort in Firostefani features hillside infinity pools that look out over Santorini's caldera. Dinners happen at cliffside restaurants in Oia and Pilatis Gialos beach, with complimentary Greek wine included. VIP ferry seating links Athens, Mykonos, and Santorini, and private transfers handle baggage to each hotel.

Five-star accommodations in Santorini's Imerovigli and traditional Cretan resorts set the tone for this refined escape. Private tours wind through Akrotiri ruins, while exclusive tastings at Santo Wines and authentic cooking classes in local homes create lasting memories.

A full-day sailboat cruise from Naxos takes you across the Aegean Sea to Kato Koufonisi and Ano Koufonisi islands, with Greek barbeque lunch, local wines, and swimming in turquoise waters. Three nights at the luxurious Galaxy Hotel in Naxos provide your base for checking out mountain villages like Halki and Apiranthos, plus visiting the world's oldest olive tree in Vouves (estimated between 2,000 to 4,000 years old). Exclusive tastings of Kitron liqueur happen at a third-generation family distillery, and waterfront restaurants in Chora offer authentic Greek island dining.

The Greek archipelago unfolds with 4-5* accommodations throughout your stay. A private catamaran glides around Santorini's caldera, while exclusive beach access in Mykonos provides perfect retreats. Premium wine tastings, gourmet cruise meals, and expert archaeological guides complete the journey.

Chora Suites welcomes guests with traditional Cycladic architecture and peaceful courtyards. Private tours reveal Vryokastro ruins' secrets, while exclusive wine tastings in Merichas port and premium amenities at Hotel Saron complement nearby pristine beaches.

Greek island magic comes alive with private caldera hikes and luxury stays at El Greco Resort in Santorini. Personalized winery tours blend with intimate cooking classes in Naxos, while cultural treasures await in Paros.

El Greco Resort Santorini offers spectacular caldera views and year-round swimming. Private cooking classes in Naxos share local secrets, while exclusive wine tastings and guided volcanic rim hikes showcase the islands' natural beauty.

Your home at sea, Celestyal Olympia, provides premium cabin comfort throughout your voyage. Wander Mykonos' chic streets, savor Santorini's exclusive restaurants, and step back in time at Crete's ancient palaces. Premium drinks and upscale Mediterranean dining enhance your sailing adventure.

This luxury sailing adventure takes just 8 guests aboard a 51.2ft yacht, with double bed cabins and twin bunk options plus four shared bathrooms. The yacht docks in Lefkada's beautiful marina so you can check out dense forests and famous beaches, then sails to Paxos and Antipaxos where white sands meet some of the clearest waters in the Ionian Sea. Stroll through the French-style arcade and grand Palace of St. Michael and St. George in Corfu Town, have meals at local tavernas, and watch sunsets from the deck throughout this eight-day trip.