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Tailor-made Greece Aegean islands trip - 13 days

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Trip crafted by:
Dimitrios
Travel Expert
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Let your Aegean islands trip reveal Greece at a more personal pace. Wake to sunrise over whitewashed hills, taste just-pressed olive oil at a family table, and follow church bells toward quiet lanes, sea views, and hidden coves.

Among our Greece trips, this journey is shaped around handpicked moments rather than fixed routines. With expert local guidance, you can explore timeless neighborhoods, meet people who bring island stories to life, and experience the Aegean in a way that feels intimate, textured, and truly your own.

Greece Aegean islands trip highlights

  • Curated island-hopping through iconic and hidden Aegean gems: Sail between world-famous islands and secret coves, following a route tailored to your pace.
  • Immersive encounters with local artisans and winemakers: Step behind the scenes in family-run wineries, farms, and workshops, meeting the people who keep Aegean traditions alive.
  • Private-guided explorations of ancient sites and timeless villages: Unlock layers of Greek history and mythology with expert local guides.
  • Sustainable luxury stays with authentic character: Rest in handpicked boutique hotels and villas that blend discreet comfort, local architecture, and a genuine sense of place.
  • Flexible, tailor-made experiences from sea to summit: From sunrise hikes and private yacht outings to intimate cooking classes, every day is designed around how you want to connect with Greece’s Aegean soul.
DayLocationActivityOvernight
1Athens

• Arrive at Athens International Airport

• Transfer privately to your central hotel

• Explore nearby neighborhoods, cafés, and local cuisine

Athens
2Athens

• Tour Syntagma, the Greek Parliament, National Gardens, Temple of Zeus, and Hadrian’s Arch

• Visit the Acropolis via the Dionysus Sanctuary and Theater

• Learn the stories behind the Parthenon

• Enjoy a Greek food and wine pairing

Athens
3Athens / Chania

• Transfer to Athens Airport

• Fly to Chania in western Crete

• Join a Cretan cooking experience in a mountain cottage

• Learn local recipes and explore a historic family home

Chania
4Balos Lagoon / Gramvousa Island

• Sail by luxury catamaran to Balos Lagoon and Gramvousa Island

• Swim, snorkel, or paddle in turquoise waters

• Relax on wild shores

• Enjoy Greek cheeses, fruit, seafood, grilled meats, and Mediterranean flavors

Chania
5Apokoronas

• Explore traditional villages in Apokoronas

• Visit Gavalochori’s folklore museum

• Learn about tsikoudia at a local distillery

• Visit the rock church of St. Antony

• Taste Cretan cheese, olive oil, baked goods, and village cuisine

Chania
6Rethymno / Heraklion / Knossos

• Travel from Chania to Rethymno

• Stroll Venetian lanes and enjoy lunch at a harbor taverna

• Continue to Heraklion

• Tour Knossos Palace

Heraklion
7Santorini

• Transfer and take the high-speed ferry to Santorini

• Explore Megalochori or Emporio with a driver escort

• Visit Prophet Elias Monastery

• See the Blue Domes and Oia’s caldera views

• Add an optional winery visit

Santorini
8Santorini

• Visit a traditional Cycladic village

• Explore stone lanes, whitewashed houses, and historic canaves cellars

• Taste local wines at Canava Gavalas

• Discover Santorini ingredients through hands-on culinary experiences

Santorini
9Santorini caldera

• Sail the Santorini caldera by luxury catamaran

• Stop near the volcanic Hot Springs

• Swim and snorkel off Red Beach and White Beach

• Enjoy a barbecue with seafood, Greek specialties, and open bar drinks

Santorini
10Mykonos

• Take the high-speed ferry to Mykonos

• Wander Mykonos Town’s whitewashed lanes

• See the iconic windmills

• Browse boutiques and cafés

• Relax on Ornos or Psarou Beach

Mykonos
11Mykonos

• Visit a family-owned organic farm and vineyard

• Taste three local wines with Cycladic products

• Learn to prepare tzatziki and mostra

• Meet farm animals and hear about Mykonian customs

• Enjoy a generous tasting menu of island flavors

Mykonos
12Delos

• Sail from Mykonos to Delos

• Explore ancient marketplaces, temples, public squares, and Lion Street

• Visit the Delos Museum

• Return to Mykonos in the afternoon

Mykonos
13Mykonos / Athens

• Enjoy a slow final morning in Mykonos

• Transfer privately to Mykonos Airport

• Fly back to Athens

• Departure

Places you'll visit

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Day01

Day 1: Arrival in Athens

Welcome to Greece. Your private driver will meet you at Athens International Airport and escort you to your centrally located hotel. Settle in, then enjoy the afternoon at your own pace as your Greece travel experience begins.

Stroll through lively neighborhoods, pause at a café, or enjoy your first tastes of Greek cuisine as Athens introduces you to its timeless charm.

Athens, Greece
Day02

Day 2: Ancient Athens and Greek wine tasting

Explore modern and ancient Athens on a guided tour, beginning at the Syntagma metro station museum. See the Greek Parliament, Changing of the Guards, National Gardens, Temple of Zeus, and Hadrian’s Arch before continuing toward the Acropolis.

Reach the sacred hill via the Dionysus Sanctuary and Theater, then learn the stories behind the Parthenon as you take in sweeping views across Athens’ historic landmarks. Later, enjoy an executive four-glass Greek food and wine pairing at a renowned wine bar, savoring regional flavors in a relaxed setting.

Acropolis, Athens, Greece
food and wine pairing
Day03

Day 3: From Athens to Crete

Begin your day with a private transfer to Athens Airport and a short flight to Chania, gateway to western Crete and one of the best places to visit in Greece for food, history, and local character.

In the afternoon, experience authentic Cretan life in a mountain cottage as you cook traditional dishes with organic ingredients and local wines. Learn family recipes such as dakos and kalitsounia, hear the stories behind them, and explore a historic home filled with heirlooms.

cretan cooking
Day04

Day 4: Balos Lagoon and Gramvousa catamaran cruise

Set sail by luxury catamaran to Balos Lagoon and Gramvousa Island, with Crete’s coastline unfolding around you. Enjoy a warm welcome on board with coffee, tea, and local pies, plus drinks, music, and Wi-Fi as you cruise across clear Aegean waters.

Swim and snorkel in Balos’ turquoise lagoon, paddle over shallow sandbars, or unwind on Gramvousa’s wild shores. Back on board, savor Greek cheeses, fresh fruit, seafood, grilled meats, and Mediterranean flavors.

Balos Bay, Crete, Greece
Day05

Day 5: Traditional villages of Apokoronas

Discover authentic Crete as you explore Apokoronas, the eastern province of Chania. Wander through traditional villages, meet residents, and uncover regional history at Gavalochori’s folklore museum.

In Vrises, visit a distillery to learn about aromatic tsikoudia, then continue to the hidden rock church of St. Antony in Emprosneros. Along the way, taste Cretan cheese, fresh olive oil, and warm baked goods before settling in for lunch at a village kafeneio, surrounded by the flavors and rhythms of rural Cretan life.

village, Crete, Greece
Day06

Day 6: Rethymno and the legends of Knossos

Continue your journey with a private transfer from Chania along Crete’s scenic coast to Rethymno. Stroll through its Venetian lanes, then pause for a leisurely lunch at a harbor taverna.

Travel on to Heraklion and settle into your hotel before joining a mythological tour of Knossos Palace, often described as Europe’s oldest city. Explore the royal quarters, throne room, and vivid frescoes as your guide brings to life the legends of King Minos, the Labyrinth, the Minotaur, Daedalus, Icarus, Theseus, and Ariadne.

rethymno, crete, greece
Knossos, Crete, Greece
Day07

Day 7: Santorini villages and caldera views

Begin your day with a private transfer and high-speed ferry to Santorini, watching the Aegean unfold as you travel between islands. In the afternoon, set out with your English-speaking driver escort on a tailor-made tour that adds a striking new chapter to your Greece itinerary.

Stroll through Megalochori or Emporio, visit Prophet Elias Monastery, and admire the famous Blue Domes and Oia’s iconic views. You can also add a winery visit, with tastings that reveal Santorini’s volcanic character through its history, culture, and local flavors.

Santorini, Greece
Day08

Day 8: Santorini village flavors and wine

Step into the rural soul of Santorini with a guided visit to a traditional Cycladic village. Wander stone pathways, admire whitewashed houses, and explore historic canaves cellars that reveal the island’s long winemaking heritage.

Continue to Canava Gavalas for a curated tasting of four local wines paired with cheeses and paksimadia. Then discover Santorini’s signature ingredients, from tomataki and fava to local eggplants and capers, through hands-on culinary experiences rooted in seasonal produce, island recipes, and village life.

Santorini, Greece
Dimitrios

Tips from Dimitrios

Greece Travel Expert

quotes

In Santorini, ask to taste wines made from older basket-trained vines, known locally as kouloura. The vines are woven low to the ground to protect the grapes from wind and intense sun, and they give real context to the island’s mineral Assyrtiko. It is a small detail, but it explains why Santorini wine tastes so different from mainland Greek wines.

Day09

Day 9: Santorini caldera catamaran cruise

Sail the legendary Santorini caldera aboard a luxury catamaran. Drop anchor near the volcanic Hot Springs, then swim and snorkel in the clear waters off Red Beach and White Beach.

Relax on plush lounges as the crew prepares a gourmet barbecue with fresh local seafood and Greek specialties, paired with open bar drinks and signature cocktails.

Santorini cruising, Italy
Day10

Day 10: Ferry to Mykonos

Start your day with a private transfer and high-speed ferry across the Aegean to Mykonos. Wander the whitewashed lanes of Mykonos Town, pause by the iconic windmills, and browse chic boutiques and local cafés.

Later, unwind on the golden sands of Ornos or Psarou, swim in crystal clear water, and savor fresh seafood by the shore. As the sun sets over the Aegean, raise a cocktail at a seaside bar.

Mykonos, Greece
Day11

Day 11: Mykonos farm, wine, and island flavors

Visit a family-owned organic farm and vineyard in Mykonos for a relaxed taste of island life. Sample three distinctive local wines paired with Cycladic products, then learn to prepare classic tzatziki and mostra in a hands-on home cooking session.

Meet the farm animals as the owners share stories of biodynamic cultivation and Mykonian customs. Then savor a generous spread of local cheeses, ham, salad, dips, beans, fresh bread, and traditional sweets that capture the island’s warm hospitality.

Mykonian farm, Greece
Day12

Day 12: Ancient Delos island tour

Sail from Mykonos’ old port to the sacred island of Delos, one of Greece’s most important archaeological sites. After the crossing, explore ancient marketplaces, public squares, the Temple of Apollo, the Sanctuary of Artemis, the amphitheater, and the iconic Lion Street.

Visit the Delos Museum to see statues, mosaics, and everyday artifacts that reveal island life dating back to the 3rd millennium BC. Enjoy time for photos across this UNESCO World Heritage Site before returning to Mykonos in the afternoon.

Delos Island, Greece
Day13

Day 13: Departure from Mykonos

Savor a slow final morning in Mykonos, taking in the last views and atmosphere of the Cyclades. At the arranged time, your private driver will collect you from your accommodation and escort you to Mykonos Airport for your flight back to Athens.

Relax into the ease of personalized service, carrying home the flavors, stories, and sea-swept memories of your Greek islands journey.

Athens Airport