A Foodie’s Ultimate 15-Day Greece Itinerary: Cyclades & Crete

This itinerary is tailored for travelers seeking the quintessential Greek experience through its most iconic destinations. From the mythology of the Acropolis to the world-renowned sunset wine tastings of Santorini and the cobbled soul of Chania, this path balances guided luxury with intimate self-discovery.
15 Days

Overview

Highlights

Locations

Day 1
Arrival

Arrival

Evening Wine Tasting in the Historic Center
Athens
Arrival
Day 2
Culinary Secrets of Greece Walking Food Tour
Athens
Day 3
Flight to Mykonos

Flight to Mykonos

Evening Mykonos Town 10-Tastings Food Tour
Mykonos
Flight to Mykonos
Day 4
Traditional Farm Bread Baking and Wholesome Brunch
Mykonos
Day 5
Ferry to Naxos

Ferry to Naxos

Old Town Cheese and Wine Tasting
Naxos
Ferry to Naxos
Day 6
Farm visit and Lunch at Chalki Village
Naxos
Day 7
Local Villages Cultural Food Tour
Naxos
Day 8
Ferry to Santorini

Ferry to Santorini

Sunset Wine Tasting Tour
Santorini
Ferry to Santorini
Day 9
Traditional Fishing Trip with Fresh Onboard Fish Lunch
Santorini
Day 10
Hidden Gems Food Walking Tour
Santorini
Day 11
Ferry to Heraklion

Ferry to Heraklion

Authentic Crete Food Tour
Heraklion
Ferry to Heraklion
Day 12
Full-Day Cretan Wines, Olive Oil, Raki
Heraklion
Day 13
Transfer to Chania

Transfer to Chania

Self-Guided Old Town Exploration
Chania
Transfer to Chania
Day 14
7 Villages of Apokoronas Gastronomy Tour
Chania
Day 15
Departure

Departure

Fly to Athens International Airport
Departure

Table of Contents

Detailed Itinerary

couple holding hands walking by the beach

Day 1

Upon arrival via private transfer, settle into your hotel before meeting a certified wine expert in Thiseio. Under the gaze of the Acropolis, embark on a sophisticated journey through five Greek wines, paired with local cheeses and rusks while learning about the god Dionysus.

couple tasting wine with Acropolis view in the background

Day 2

Dive into the heart of Greek culture through its flavors on a 4-hour guided walking tour. Visit the bustling Varvakios Agora market and taste staples like koulóuria, artisanal cheeses, and loukoumades before finishing with a classic souvlaki pita at a downtown taverna.

Day 3

Board a high-speed ferry to Mykonos and enjoy a self-guided orientation of Chora. In the evening, join a local foodie to explore winding alleys and the Old Port. You will taste 10 authentic tastings including freshly baked goods from a medieval wood oven and grilled meats.

Little Venice Mykonos

Day 4

Spend your morning on a traditional organic farm learning the art of bread-making. While the dough rests, explore the farm’s sustainable practices. End the day with a wholesome brunch featuring fresh, local produce.

couple of a food tour in Mykonos

Day 5

Take a short ferry to the fertile island of Naxos. In the evening, stroll through the Venetian Old Town to sample six authentic local cheeses paired with Naxian wines. Conclude the day with a tasting of the island’s famous citron liqueur at sunset.

couple taking a food tour in Naxos

Day 6

Journey into the Naxian highlands to the marble village of Apeiranthos and the former capital, Halki. Savor traditional starters, main courses, and decadent desserts while visiting a 100-year-old distillery to understand the true essence of island gastronomy

Day 7

Visit the local market in Chora to handpick seasonal ingredients with a guide. Afterward, head to a charming taverna for a hands-on cooking class. Prepare classic Greek appetizers and salad, enjoying the homemade meal with new friends.

naxos food and beer by the port

Day 8

Take a high-speed ferry to Santorini and check into your cliffside hotel. Spend the afternoon visiting three acclaimed wineries to sample 12 volcanic varieties, culminating in a legendary sunset view from the cliff-top Santo Winery paired with local snacks.

couple on a wine tasting tour in Santorini in the sunset

Day 9

Board a wooden boat and learn time-honored fishing techniques from seasoned Greek fishermen. Anchor near iconic beaches to catch your own meal, which will be expertly prepared on board for a fresh fish lunch accompanied by local drinks.

Santorini red beach

Day 10

Explore Fira’s culinary landscape, starting with traditional Greek coffee. Sample olive oil, souvlaki, and honey from local artisans. At midday, enjoy yout meal at a local tavern with panoramic caldera views.

Day 11

Take a midday ferry to the Cretan capital. Immerse yourself in the local scene by sampling Heraklion’s famous bougatsa (made by the same family since 1922). Visit a local wine shop to discover Crete’s 3,000-year winemaking heritage.

couple in a food tour in Chania

Day 12

Embark on an 8-hour culinary journey visiting a family-owned olive mill and an organic winery for tours and tastings. Discover the secrets of traditional raki distillation and enjoy a traditional Cretan lunch at a local village tavern.

Day 13

Take a 2.25-hour scenic transfer to Chania. Use your afternoon to explore the Old Venetian Harbor and the historic Topanas and Jewish Quarters on foot. Consider visiting the 16th-century Lighthouse or the traditional Knife District

Day 14

Head into the Apokoronas region to learn the art of making Greek coffee, visit a cheese factory to see staples like graviera produced, and relish an authentic Cretan lunch at an idyllic village kafeneio.

Apokoronas village Chania

Day 15

Enjoy a final morning coffee by the Venetian Harbor before your private transfer arrives to escort you to Chania International Airport (CHQ) for your flight home.

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