Itinerary #1: Luxury Highlights of Greece: Athens, Mykonos, Naxos, Santorini & Crete
Discover for yourself why Greek vacations are synonymous with luxury on this well-rounded highlights itinerary. Between a private walking tour of the Acropolis, a sunset catamaran experience off the coast of Mykonos, and a day dedicated to beach and winery hopping in Santorini, you'll not only see the best of Greece but also experience it from incredible vantage points. Plus, with 5-star accommodations to look forward to for the duration of your tour, even nights promise to be memory-book worthy.
Day | Highlights | Overnight |
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Day 1 | Arrive in Athens, Tour the Acropolis & Acropolis Museum | Athens |
Day 2 | Driving Tour of the Athenian Riviera: Temple of Poseidon & Fine Dining | Athens |
Day 3 | Ferry to Mykonos, Oysters & Bubbles Shellfish Experience | Mykonos |
Day 4 | Luxury Catamaran Sunset Cruise, Evening Walking Tour | Mykonos |
Day 5 | Ferry to Naxos, Highlights of Naxos Island Tour | Naxos |
Day 6 | Ferry to Santorini, Seaside Dinner at Lycabettus Restaurant | Santorini |
Day 7 | Santorini Guided Island Tour: Beaches, Wine Tastings & Historic Sites | Santorini |
Day 8 | Ferry to Crete, Explore the Capital City of Heraklion | Heraklion |
Day 9 | Guided Excursion to Knossos Palace & Heraklion Archaeological Museum | Heraklion |
Day 10 | Depart Heraklion |
Welcome to Greece! There's no better place to start this luxury-infused classic tour than in Athens, and with two days here, you'll have plenty of time to tour the Acropolis, explore the Athenian Riviera's archaeological wonders, and relax with a wine in hand. Then, on the morning of Day 3, transfer by high-speed ferry to Mykonos and check into the lavish Cavo Tagoo Mykonos for a two-night stay. Spend that evening indulging in the islands' best seafood dishes, which will ensure you're fueled up for the following day's private catamaran adventure and sunset walking tour.
From Mykonos, hop over to Naxos, where you'll spend a day between the Temple of Demeter, a citron distillery, and the marble village of Apeiranthos. Then, ferry to Santorini and settle in for two days of ultimate indulgence. Your accommodation here, Canaves Oia Suites, might be difficult to leave, but with fine dining, a visit to the ancient Akrotiri, and the dramatic Red Beach all on your itinerary, you'll have good reason to. Afterward, continue by ferry to Crete and wrap up your trip with insightful tours of Knossos Palace and the Heraklion Archaeological Museum. Learn more
Itinerary #2: Luxury Greek Gastronomy Tour: Athens, Nafplio, Santorini & Naxos
From perfectly marinated souvlaki to decadent baklava, Greek cuisine is beyond exceptional, and on this 10-day gastronomy tour, you'll get to indulge in the best of the best. Notable highlights include a private wine-tasting session in Athens, a sunset dinner cruise in Santorini, and a cheesemaking workshop on a charming Naxos farm. In addition, with numerous ancient ruins to explore, cities to roam, and beaches to stroll, you'll have no problem finding your appetite.
Day | Highlights | Overnight |
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Day 1 | Arrive in Athens, Welcome Dinner with Acropolis View | Athens |
Day 2 | Explore the Acropolis, Foodie Tour & Wine Tasting | Athens |
Day 3 | Transfer to Nafplio, Self-Guided City Tour, Dine with a Private Chef | Nafplio |
Day 4 | Nafplio Sightseeing Excursion, Nemea Winery Tour & Tasting | Nafplio |
Day 5 | Fly to Santorini, Evening of Dinner & Wine | Santorini |
Day 6 | Santorini Wine Tour, Luxury Sunset Catamaran Cruise & Barbecue | Santorini |
Day 7 | Ferry to Naxos, Flavors of Naxos Old Town Tour | Naxos |
Day 8 | Naxos Island Tour, Farm Visit with Wine & Cheese Tasting | Naxos |
Day 9 | Return to Athens, Excursion Along the Athenian Riviera & Dinner | Athens |
Day 10 | Depart Athens |
Upon landing in Athens, you'll immediately be introduced to the city's lavish side while refreshing at the 5-star Dolli Hotel and taking part in a private wine-tasting session. Then, explore the Acropolis and tuck into local restaurants alongside guides before transferring to the charming coastal city of Nafplio. On arrival, explore the city's Old Town independently, which will ensure your appetite is ready for a decadent dinner prepared by a private chef. The following day, venture to the wine region of Nemea and learn about its connection to Greek mythology.
The second half of your culinary adventure features the stunning islands of the Cyclades, starting with a two-night stay on Santorini. While the island is most famous for its incredible sunsets, its cuisine is equally as remarkable, and you'll get to experience both during a luxury catamaran dinner cruise. Next, transfer to Naxos by ferry, where two delightful days of dining, beach hopping, and strolling amid whitewashed villages await. Afterward, return to Athens and squeeze in a private tour along the Athenian Riviera and an indulgent dinner before catching your departing flight. Learn more
Chat with a local specialist who can help organize your trip.
Itinerary #3: Luxury Journey Through Ancient Greece: Athens, Crete & Peloponnese
Immerse yourself in the ancient wonders of classical Greece on this cultural odyssey that's been perfectly wrapped in luxury. Those with an affinity for history and the finer things in life will particularly love this tour, especially considering it includes time in Olympia, on storied Crete, and amid the awe-inspiring monasteries of Meteora. In between history-infused excursions, relax and rewind while dining at top-notch restaurants, sipping wine in dreamy vineyards, and spending nights at 5-star accommodations.
Day | Highlights | Overnight |
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Day 1 | Arrive in Athens, Tour the Acropolis, Cocktails in Plaka | Athens |
Day 2 | Best of Ancient & Modern Athens, Tasting Menu at Aleria Restaurant | Athens |
Day 3 | Fly to Heraklion, Sunset Cruise to Dia Island | Heraklion |
Day 4 | Transfer to Chania, Knossos Palace, Local Villages & Winery Tour | Chania |
Day 5 | Fly to Athens, Tour Mycenae, Highlights of Nafplio, Transfer to Olympia | Olympia |
Day 6 | Walk in the Footsteps of Olympiads at Ancient Olympia, Transfer to Galaxidi | Galaxidi |
Day 7 | Tour of Galaxidi, Highlights of Delphi & Amfissa, Transfer to Meteora | Meteora |
Day 8 | Explore the Meteora Area, Vineyard Wine Tasting, Meteora Sunset Drive | Meteora |
Day 9 | Discover Meteora's Monasteries, Transfer to Athens | Athens |
Day 10 | Depart Athens |
Your adventure begins in Athens, and considering there are thousands of years of history to uncover here, you'll pack your two-day stay with guided tours of the Parthenon, the Athena Nike, the ancient Agora, and more. Then, bid farewell for now to the mainland and catch a flight to Crete. Your first destination here is Heraklion, which provides an excellent base to embark on a catamaran cruise to the island of Dia and tour the Palace of Knossos. You'll also spend an afternoon hopping between Venetian villages and overnight in Chania's delightful Domus Renier Boutique Hotel before returning to Athens.
Back on the mainland, spend the following five days exploring sights linked to Greek mythology. Walk in the footsteps of King Agamemnon, tour the Archaeological Site of Ancient Olympia, and meander amid ruins that were once home to the priestesses of Apollo. In between, rejuvenate at accommodations selected for their charm, including the 19th-century Ganimede Hotel and the Ananti City Resort. Then, with your trip winding down, spend two days exploring the dramatic landscapes and monasteries of Meteora before transferring back to Athens to catch your departing flight. Learn more
Itinerary #4: Luxury & Adventure in Greece: Athens, Crete & Santorini
On this outdoor-oriented luxury trip, you'll experience the wonders of Greece on foot, by catamaran, and with a paddle in hand. Crafted for travelers who love not just seeing, but also immersing themselves in their surroundings, you can look forward to unique activities that capture the essence of each destination. Dine under the Acropolis, kayak to the Poseidon Temple, witness Santorini's famed sunset from the sea, and hike through the dramatic Samaria River Gorge.
Day | Highlights | Overnight |
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Day 1 | Arrive in Athens, Welcome Dinner with Acropolis View | Athens |
Day 2 | Sea Kayaking Tour of Sounio & Poseidon Temple, Athenian Riviera Dinner | Athens |
Day 3 | Fly to Chania, Old Town Cultural Walking Tour, Food & Wine Tastings | Chania |
Day 4 | Hiking Fun in Samaria River Gorge, Authentic Cretan Dinner | Chania |
Day 5 | Transfer to Heraklion, Explore the City, Farm-to-Table Dining Experience | Heraklion |
Day 6 | Guided Excursion to Lassithi Plateau: Cave of Zeus & Knossos Palace | Heraklion |
Day 7 | Ferry to Santorini, Evening of Dinner & Wine | Santorini |
Day 8 | Free Morning to Explore, Sunset Catamaran Cruise & Barbecue | Santorini |
Day 9 | Guided Hike of Santorini's Caldera, Farm Picnic in Oia | Santorini |
Day 10 | Depart Santorini |
Beyond its mindblowing history and stunning vistas, Greece is filled to the brim with adventure activities, and Athens, your home for the first two nights, is the perfect place to discover this for yourself. Climb up to the Acropolis, sea kayak off Cape Sounio, and explore the Temple of Poseidon. Next, catch a flight to Chania, on the island of Crete, and take your adventurous spirit to the streets for a food and wine-tasting tour. Spend the following day hiking amid the narrow Samaria River Gorge, then transfer to Heraklion, also on Crete, and check into the Manili Boutique Suites and Villas for a two-night stay.
Heraklion itself is a fascinating city, with impressive fortresses and Venetian architecture, and it also serves as your base to explore the Cave of Zeus and Knossos Palace. Yet, it's hard to ignore the call of the sea, and next, you'll find yourself on Santorini. The last leg of your itinerary is all about slowing down and taking in the beauty around you, and it starts with your luxe accommodation, the Andronis Concept-Wellness Resort. When you're not relaxing in your plunge pool, watch the sun sink into the sea onboard a catamaran, hike between cliff-perched houses, and enjoy a picnic lunch in Oia. Learn more
Itinerary #5: Luxury Sailing in the Cyclades: Santorini, Paros & Mykonos
Those with an affinity for the sea will find this private sailing experience a dream turned reality. Multi-night stays at 5-star accommodations in Santorini, Paros, and Mykonos ensure you're well-rested and looked after throughout, while full days on the water introduce you to beaches, bays, and caves reachable only by boat. You can also look forward to an attentive crew, a captain happy to cater each day to your interests, and access to endless insider knowledge that allows you to explore each destination like a local.
Day | Highlights | Overnight |
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Day 1 | Arrive in Athens, Neighborhood Gems Tour, Sunset Dinner | Athens |
Day 2 | Fly to Santorini, Cruise Around the Caldera | Santorini |
Day 3 | Day Cruise to Ios, Relax on Maganari Beach & Explore the Island | Santorini |
Day 4 | Day Cruise to Anafi, Explore the Island, Santorini Sunset Wine Tasting | Santorini |
Day 5 | Sail to Paros, Explore Naousa | Paros |
Day 6 | Day Cruise to Antiparos via Panteronisia & Despotiko | Paros |
Day 7 | Day Cruise to Naxos, Visit the Small Cyclades | Paros |
Day 8 | Sail to Mykonos via Rhenia & Delos | Mykonos |
Day 9 | Cruise Mykonos' Best Beaches, Lunch at Kalafatis Bay, Island Village Tour | Mykonos |
Day 10 | Depart Mykonos |
Your adventure kicks off with a fascinating day in Athens, checking out hidden gems known only to locals and tucking into tiny sweet shops. Then, fly to Santorini the following morning, where your eight-day sailing excursion begins. The luxurious Beneteau Oceanis will be your mode of transportation for sailing trips, while opulent hotels serve as your base for overnights. The first of these is the 5-star Canaves Oia Epitome, and you'll have plenty of time to enjoy its unmatched amenities between outings to Santorini's Red Beach and White Beach, the dreamy island of los, and the unspoiled tiny island of Anafi.
Bid farewell to Santorini on the morning of Day 5 and set sail to Paros, where a delightful three-day stay at the chic Hotel Andronis Minois awaits. Between rejuvenating evenings here, your expert sailing crew will spoil you with trips to the charming town of Naousa, the neighboring island of Antiparos, and the hidden beaches on Naxos. Then, pack up your belongings and sail to your final destination, Mykonos. Here, you'll dedicate an afternoon to sailing between pristine beaches and bays and join a local guide to visit picturesque villages before prepping for your departing flight. Learn more
More Great 10-Day Greece Itineraries
Looking for more inspiration for your trip to Greece? Check out these other 10-day Greece itineraries, with outdoor adventures, cultural trips, and best-of tours to hit the highlights.