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For a time, Greece was the center of the world – a thriving hub of politics, philosophy, science, and art. Sheltered by mountains and blessed with a coastline open to a glittering sea speckled with hundreds of islands, the gods couldn’t have picked a prettier location for their kingdom on Earth. The archaeological sites of ancient Athens reveal a rich culture whose achievements still stagger the mind more than 2,000 years after its fall, while the whitewashed hillside towns, azure waters, and snow-white beaches of islands like Mykonos and Santorini dazzle the eye with their beauty. With so much to see and do wrapped up in such an attractive package, the only downside to visiting Greece comes with the realization that, ultimately, you’ll have to leave.
Our tour begins in the capital with a private tour led by an expert guide that will introduce you to both modern and ancient Athens at historic sites like the Temple of Athena Nike, the Arch of Hadrian, the Parthenon, and Panathenaic Stadium, site of the first modern Olympics in 1894. Later, travel to Mykonos and discover its unique culture, delicious food, and heavenly wines on a half-day privately guided walking tour of this gorgeous island famed for its nightlife. Next, head to Santorini, the southernmost Cycladic island, to walk the spectacular sands of the Red and White beaches, refresh at a natural hot spring, and embark on a stunning sunset cruise complete with a sumptuous Greek barbecue. Relaxation is a big part of the Greek Islands’ allure, which is why we’ve been careful to strike the perfect balance of activity and free time. Swim, snorkel, explore, and unwind as much as little as you like.
Please note: This tour is only available from April to October.
Kensington Tours creates private trips from the world’s finest ingredients. Tailor-made with care by your personal Destination Expert, your personalized trip is always a one-of-a-kind experience made just for you. Expert local guidance and 24/7 service come standard.
Wednesday, September 17, 2025 - Day 1 - Athens - Get Settled Airport Transfer with Meet & Greet - Private Greece Welcome Package Athens Gate Superior with Breakfast. Upon arrival to Athens airport, an English-speaking Meet & Greet Assistant will welcome you and escort you to your waiting driver. They will travel with you to your accommodations to ensure a smooth check-in and be on hand to answer any questions you may have about your itinerary or the destination.
A Welcome Package with a copy of your itinerary, ferry tickets (if relevant), and any other information that we deem you may find useful, will be provided to you in destination.
Thursday, September 18, 2025 - Day 2 - Athens See the Signature Sights in Style City Tour with Acropolis (4 hrs) - Private Athens Gate Superior with Breakfast. ee the Signature Sights in Style
Athens has long been a draw – with stunning monuments dating back to Antiquity, the city is one of the world’s oldest and a fascinating place to discover. Meet your private guide for a half-day orientation tour of the city, taking in the sites and neighborhoods that have shaped the unique character of Athens over several millennia. Visit the outside of the Greek House of Parliament, a neoclassical structure overlooking the Tomb of the Unknown Soldier where the traditional Changing of the Guard takes place. Pass by Syntagma Square, the Academy, the National and Kapodistrian University of Athens, the National Library and Iliou Melathron, the former home of the celebrated archeologist Heinrich Schliemann, noted as one of the most beautiful buildings in Athens. After your orientation tour of the city center, drive to the base of the UNESCO World Heritage Site of the Acropolis and climb up a series of steps to reach this iconic sacred rock. At the top, pass through the Propylea, the stately entrance to the magnificent structures inside, and enjoy the spectacular panoramic view of the city and the entire basin of Attica before you. Explore the Parthenon, the best known and most awe-inspiring of structures of the Acropolis citadel. Visit the Erechtheion, whose temple is graced with the porch of the Caryatids, followed by a transfer back to your hotel.
Friday, September 19, 2025 - Day 3 - Athens. See the Signature Sights in Style Cape Sounion & Temple of Poseidon (4 hrs) - Private Tour - Athens Gate Superior with Breakfast.
Join your private driver and English-speaking guide for a privately guided tour of Cape Sounion, home to the Temple of Poseidon. Drive along the scenic coastal road overlooking the Saronic Gulf, passing through some of Athens' most picturesque suburbs, including Glyfada, Vouliagmeni, and Varkiza. Visit the remains of the ancient Greek Temple of Poseidon, one of the major archeological monuments of the Golden Age, offering breathtaking panoramic views of the sea and surrounding islands. The temple dates to the same period as the Acropolis in nearby Athens and features a portico with Doric columns set on a cliff overlooking the sea.
Saturday, September 20, 2025 - Day 4 - Athens To Mykonos A Change of Scenery Port (Piraeus) Transfer - Private Ferry - Athens - Mykonos [2.5 hrs] - Business Class Private Port Transfer At Leisure Royal Myconian Resort Premium with Breakfast. A Change of Scenery
Meet your driver for a private transfer between the port of Athens, located in Piraeus and your hotel in Athens. The approximate travel time is thirty minutes. Board a high-speed ferry for a transfer from Athens to Mykonos. Approximate ferry duration is 2.5 hours. Meet your private driver for a port transfer. Enjoy time at leisure to explore at your own pace, or relax at your hotel.
Sunday, September 21, 2025 - Day 5 - Mykonos Beach Bliss Morning at Leisure 1/2 Day Mykonos Walking Tour (with Wine Tasting & Mezes, 4 hrs) - Vehicle/Guide/Driver Royal Myconian Resort Premium with Breakfast. Beach Bliss
This morning, enjoy time at leisure to explore at your own pace, or relax at your hotel.
This afternoon, meet your private driver for a transfer to the starting point of your walking tour of Mykonos. With a private guide, stroll along the seafront, past the local fish and vegetable market. Keep your eyes peeled for the island’s cheerful avian mascot, Peter the Pelican. Visit the antique-filled Folklore Museum, situated in a charming 11th-century house on your way to Papaportiani Church. Dedicated to the Virgin Mary, the Church is a famous example of Cycladic architecture and is one of the most photographed spots in the Mediterranean. From here, continue onwards to the picturesque area of Alefkandra, known as the “Little Venice” of Mykonos. The gorgeous old houses are perched precariously on the edge of the sea, and the neighborhood is a popular area for local artists to set up their workshops. By the harbor, the iconic windmills stand guard facing the north, and offer a strikingly beautiful photographic opportunity. The windmills were used in the past to grind wheat, and provide a scenic vista overlooking Little Venice and the sea below. From here, continue to the House of Lena Museum, a great example of 19th century middle-class Mykonian life. End the afternoon with a stop at a local tavern for a sampling of Greek “meze”, including various traditional Greek dips and olives, feta cheese, and tomatoes. Enjoy a wine tasting with your guide, and learn about the history and terroir of Greek wines. Conclude your tour with a return transfer to your hotel.
Monday, September 22, 2025 - Day 6 - Mykonos To Santorini The Journey Continues… Private Port Transfer Ferry - Mykonos - Santorini [2 hrs] - Business Class Private Port Transfer Aressana Spa Hotel Premium Room with Breakfast. The Journey Continues…
Meet your private driver for a port transfer. Board a high-speed ferry for a transfer from Mykonos to Santorini. Approximate travel time is typically 2 hours, though can range up to 2 hours 45 minutes. Meet your driver for a private port transfer. For your comfort, a private assistant will be on hand to help you navigate the crowded Santorini port, and make your onward connection.
Tuesday, September 23, 2025 -Day 7 - Santorini - Sail the Seas Santorini Island Tour (with Wine Tasting & Lunch, 7 hrs) - Private Aressana Spa Hotel Premium Room with Breakfast. Sail the Seas
Picturesque villages line the dramatic seaside cliffs of Santorini, surrounded by rolling vineyards edging out a unique terroir in the middle of the volcanic setting in the Aegean. Meet with your private guide and driver to explore quaint villages such as Mesa Gonia and Exo Gonia and accentuate your visits with some wine touring. Start with a visit to Mesa Gonia, a village of rolling vineyards and a major wine producing region. Continue to the Santo Winery in the hilltop town of Pyrgos that served as the island’s capital until the early 19th century. The charming medieval architecture of the village is complimented by the panoramic views of the island in every direction. Enjoy a guided wine tasting at the Santo Winery led by a wine expert, getting to know the distinctive volcanic terroir of the wines including the unique Assyrtiko grape uncommonly found outside of Santorini. After the wine tasting, visit Megalochori village, a traditional cobblestone-lined village with neo-classical houses, for a stroll through the village. From here, head to Perivolos beach, for a relaxing afternoon. Enjoy an included lunch in a local restaurant, then spend the afternoon enjoying the sparkling azure waters on the southern end of the island. Make sure to bring your swimsuit with you for this afternoon’s leisure time on the beach. At the end of the afternoon, return to your hotel by private vehicle.
Wednesday, September 24, 2025 Day 8 - Santorini - Aegean Culinary Experience (with Lunch, 3 hrs) - Private Afternoon at Leisure Aressana Spa Hotel Premium Room with Breakfast. Sail the Seas
Learn how to bring the fresh, delicate flavors of the Aegean to life on during a private interactive cooking class in Santorini. Today you'll meet with your driver for a transfer to one of Santorini's top restaurants where you'll join the restaurant's chef for a private class. The restaurant is set on the terrace of an old mansion in the heart of Megalochori, and combines organic products from Crete with products from the arid landscape of Santorini for a delicious twist on Aegean cuisine. Learn to prepare delicious starters, dakos salad, a main course and traditional dessert, all served with free-flowing Assyrtiko Santorinian wine. Once the various components been prepared under the chef's skillful guidance, you'll savor your delightful creation in the form of a relaxed, sit-down meal. Conclude your afternoon with a return to your hotel.
This afternoon, enjoy time at leisure to explore at your own pace, or relax at your hotel.
Thursday, September 25, 2025 Day 9 - Santorini - Until Next Time… Private Airport Transfer Depart for USA
Trip Highlights:
A Welcome Package with a copy of your itinerary, ferry tickets (if relevant), and any other information that we deem you may find useful, will be provided to you in destination.
Athens has long been a draw – with stunning monuments dating back to Antiquity, the city is one of the world’s oldest and a fascinating place to discover. Meet your private guide for a half-day orientation tour of the city, taking in the sites and neighborhoods that have shaped the unique character of Athens over several millennia. Visit the outside of the Greek House of Parliament, a neoclassical structure overlooking the Tomb of the Unknown Soldier where the traditional Changing of the Guard takes place. Pass by Syntagma Square, the Academy, the National and Kapodistrian University of Athens, the National Library and Iliou Melathron, the former home of the celebrated archeologist Heinrich Schliemann, noted as one of the most beautiful buildings in Athens. After your orientation tour of the city center, drive to the base of the UNESCO World Heritage Site of the Acropolis and climb up a series of steps to reach this iconic sacred rock. At the top, pass through the Propylea, the stately entrance to the magnificent structures inside, and enjoy the spectacular panoramic view of the city and the entire basin of Attica before you. Explore the Parthenon, the best known and most awe-inspiring of structures of the Acropolis citadel. Visit the Erechtheion, whose temple is graced with the porch of the Caryatids, followed by a transfer back to your hotel.
Friday, September 19, 2025 - Day 3 - Athens. See the Signature Sights in Style Cape Sounion & Temple of Poseidon (4 hrs) - Private Tour - Athens Gate Superior with Breakfast.
Join your private driver and English-speaking guide for a privately guided tour of Cape Sounion, home to the Temple of Poseidon. Drive along the scenic coastal road overlooking the Saronic Gulf, passing through some of Athens' most picturesque suburbs, including Glyfada, Vouliagmeni, and Varkiza. Visit the remains of the ancient Greek Temple of Poseidon, one of the major archeological monuments of the Golden Age, offering breathtaking panoramic views of the sea and surrounding islands. The temple dates to the same period as the Acropolis in nearby Athens and features a portico with Doric columns set on a cliff overlooking the sea.
Saturday, September 20, 2025 - Day 4 - Athens To Mykonos A Change of Scenery Port (Piraeus) Transfer - Private Ferry - Athens - Mykonos [2.5 hrs] - Business Class Private Port Transfer At Leisure Royal Myconian Resort Premium with Breakfast. A Change of Scenery
Meet your driver for a private transfer between the port of Athens, located in Piraeus and your hotel in Athens. The approximate travel time is thirty minutes. Board a high-speed ferry for a transfer from Athens to Mykonos. Approximate ferry duration is 2.5 hours. Meet your private driver for a port transfer. Enjoy time at leisure to explore at your own pace, or relax at your hotel.
This morning, enjoy time at leisure to explore at your own pace, or relax at your hotel.
This afternoon, meet your private driver for a transfer to the starting point of your walking tour of Mykonos. With a private guide, stroll along the seafront, past the local fish and vegetable market. Keep your eyes peeled for the island’s cheerful avian mascot, Peter the Pelican. Visit the antique-filled Folklore Museum, situated in a charming 11th-century house on your way to Papaportiani Church. Dedicated to the Virgin Mary, the Church is a famous example of Cycladic architecture and is one of the most photographed spots in the Mediterranean. From here, continue onwards to the picturesque area of Alefkandra, known as the “Little Venice” of Mykonos. The gorgeous old houses are perched precariously on the edge of the sea, and the neighborhood is a popular area for local artists to set up their workshops. By the harbor, the iconic windmills stand guard facing the north, and offer a strikingly beautiful photographic opportunity. The windmills were used in the past to grind wheat, and provide a scenic vista overlooking Little Venice and the sea below. From here, continue to the House of Lena Museum, a great example of 19th century middle-class Mykonian life. End the afternoon with a stop at a local tavern for a sampling of Greek “meze”, including various traditional Greek dips and olives, feta cheese, and tomatoes. Enjoy a wine tasting with your guide, and learn about the history and terroir of Greek wines. Conclude your tour with a return transfer to your hotel.
Monday, September 22, 2025 - Day 6 - Mykonos To Santorini The Journey Continues… Private Port Transfer Ferry - Mykonos - Santorini [2 hrs] - Business Class Private Port Transfer Aressana Spa Hotel Premium Room with Breakfast. The Journey Continues…
Meet your private driver for a port transfer. Board a high-speed ferry for a transfer from Mykonos to Santorini. Approximate travel time is typically 2 hours, though can range up to 2 hours 45 minutes. Meet your driver for a private port transfer. For your comfort, a private assistant will be on hand to help you navigate the crowded Santorini port, and make your onward connection.
Picturesque villages line the dramatic seaside cliffs of Santorini, surrounded by rolling vineyards edging out a unique terroir in the middle of the volcanic setting in the Aegean. Meet with your private guide and driver to explore quaint villages such as Mesa Gonia and Exo Gonia and accentuate your visits with some wine touring. Start with a visit to Mesa Gonia, a village of rolling vineyards and a major wine producing region. Continue to the Santo Winery in the hilltop town of Pyrgos that served as the island’s capital until the early 19th century. The charming medieval architecture of the village is complimented by the panoramic views of the island in every direction. Enjoy a guided wine tasting at the Santo Winery led by a wine expert, getting to know the distinctive volcanic terroir of the wines including the unique Assyrtiko grape uncommonly found outside of Santorini. After the wine tasting, visit Megalochori village, a traditional cobblestone-lined village with neo-classical houses, for a stroll through the village. From here, head to Perivolos beach, for a relaxing afternoon. Enjoy an included lunch in a local restaurant, then spend the afternoon enjoying the sparkling azure waters on the southern end of the island. Make sure to bring your swimsuit with you for this afternoon’s leisure time on the beach. At the end of the afternoon, return to your hotel by private vehicle.
Wednesday, September 24, 2025 Day 8 - Santorini - Aegean Culinary Experience (with Lunch, 3 hrs) - Private Afternoon at Leisure Aressana Spa Hotel Premium Room with Breakfast. Sail the Seas
Learn how to bring the fresh, delicate flavors of the Aegean to life on during a private interactive cooking class in Santorini. Today you'll meet with your driver for a transfer to one of Santorini's top restaurants where you'll join the restaurant's chef for a private class. The restaurant is set on the terrace of an old mansion in the heart of Megalochori, and combines organic products from Crete with products from the arid landscape of Santorini for a delicious twist on Aegean cuisine. Learn to prepare delicious starters, dakos salad, a main course and traditional dessert, all served with free-flowing Assyrtiko Santorinian wine. Once the various components been prepared under the chef's skillful guidance, you'll savor your delightful creation in the form of a relaxed, sit-down meal. Conclude your afternoon with a return to your hotel.
This afternoon, enjoy time at leisure to explore at your own pace, or relax at your hotel.
Thursday, September 25, 2025 Day 9 - Santorini - Until Next Time… Private Airport Transfer Depart for USA
The estimated cost of this trip is $4,955 per person plus airfare and optional Trip Protection Insurance. Prices are not guaranteed until booked and deposited. They are subject to change based on availability. currency fluctuations and tax increases. Book now to secure your space and rates.
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What’s included
- A fully customized itinerary based on your interests and schedule
- 24/7 in-destination support from our local office
- All accommodation stays, tours and transfers for scheduled activities are covered, unless otherwise listed in the itinerary
- Local private guides or shared tours that take you through your itinerary highlights and experiences, your final itinerary will confirm the type of tour
- A greeting at the airport or at your accommodation from one of our representatives – your expert will confirm your meet and greet location with you
- Breakfast each morning at your hotel, plus any meals indicated in the itinerary
- One suitcase and one carry-on per person for trip transfers
- A mix of private and shared tours and transfers with local guides and drivers (in some countries our guides also act as your driver - your expert will discuss with you if applicable)
What’s not included
- Your international airfare – please do let your expert know if you’d like to receive pricing from our Air Team
- Travel insurance, which we offer and can be purchased after you’ve booked your tour
- Visas (unless noted)
- Tips for services and experiences
- Lunches, dinners and drinks (alcoholic and non-alcoholic), unless specified in the itinerary
- Excess baggage charges, and where applicable, baggage not included in your fare
- Personal charges such as laundry, phone calls, SIM cards or room service
- Early check-in or late check-out from hotels (unless otherwise specified)
- Additional sightseeing, activities and experiences outside of your itinerary
- Optional enhancements like room or flight upgrades, or local camera or video fees
- Passport fees, immunization costs, and local departure taxes (when applicable)