Greek Island Hopper
Set sail to Greece’s most beautiful islands during this 10-day guided tour. Let a Local Expert show you Athens’ ancient Acropolis and Parthenon before setting sail for the crescent-shaped island of Santorini. Here, enjoy views of the caldera from your hotel’s pool, then toast with your fellow travellers to an unparalleled sunset over the Aegean Sea. Later, join a local geology expert to learn about how the volcanic island was formed. On Mykonos, a Local Expert will guide you in a walk of the island’s narrow alleys and iconic Cycladic houses followed by a private tasting of local delicacies. Plus, you’ll meet a Greek captain and board a vessel for a cruise along Mykonos’ stunning coast.
- 17 May 2026 – 26 May 2026
from $9,050 pp twin share * - 24 May 2026 – 02 Jun 2026
from $9,050 pp twin share * - 14 Jun 2026 – 23 Jun 2026
from $9,050 pp twin share * - 28 Jun 2026 – 07 Jul 2026
from $9,050 pp twin share * - 12 Jul 2026 – 21 Jul 2026
from $7,246.25 pp twin share * - 09 Aug 2026 – 18 Aug 2026
from $7,246.25 pp twin share * - 06 Sep 2026 – 15 Sep 2026
from $9,050 pp twin share * - 13 Sep 2026 – 22 Sep 2026
from $9,050 pp twin share * - 20 Sep 2026 – 29 Sep 2026
from $9,050 pp twin share *
* Prices and category availability are subject to change without notice.
Itinerary
- Day 1 – Welcome to Athens:
Venture back to a time when great philosophers roamed the halls of the Agora and gods vied for supremacy. Embark on an unforgettable exploration of ancient myths and legends in the vibrant capital of Athens. Upon arrival, your Local Host will meet you and escort you to your hotel, where you can settle in and relax or explore the City of Violet Crown. This evening, join your Travel Director for dinner, savouring local cuisine while getting to know your fellow travellers. - Day 2 – Athens Sightseeing:
Begin your journey into ancient Greece with a sightseeing tour of Athens, joined by a Local Expert who introduces landmarks such as Syntagma Square, the Temple of Olympian Zeus and the Panathenaic Stadium. Continue to the Acropolis to stand beneath the Parthenon, a defining symbol of classical Greece. This afternoon is at leisure, with the option to join an Optional Experience to Cape Sounion and the Temple of Poseidon, or take part in a MAKE TRAVEL MATTER® Experience at a turtle sanctuary supporting local conservation. This evening, you may choose an Optional Experience at a traditional Greek taverna with music and entertainment, or dinner in the lively Psiri district. - Day 3 – Depart for Santorini:
Transfer to the port for your early ferry to Santorini. Famed for the whitewashed Cycladic houses perched on dramatic cliffs, Santorini is a dreamy island escape. Upon arrival, transfer to your hotel and take time to relax. Why not take a dip in the pool? In the evening join your fellow travellers for a refreshing cocktail as you watch the sunset over the caldera and the Aegean Sea. - Day 4 – Santorini:
Today, delve into the geological history of Santorini. In the morning, a Local Expert will reveal the secrets of this volcanic island and its dramatic caldera, uncovering the fascinating story of its formation. The rest of the day is yours at leisure. Why not head out for a swim at Ammoudi Bay, visit the Santorini Wine Museum, or ask your Travel Director for restaurant recommendations to enjoy the island’s culinary delights? - Day 5 – Santorini at leisure:
With a day at leisure, why not take the opportunity to visit the site of Akrotiri, an ancient city covered by volcanic ash and unearthed in 1967. If shopping is to your liking, spend your time walking the white-walled alleyways, browsing the many shops and taking in the breathtaking views of the caldera. - Day 6 – Mykonos Sightseeing:
After your breakfast, transfer to the port for the ferry to Mykonos. Upon arrival, you’ll be transferred to your hotel. Explore the town of Mykonos with a Local Expert and discover the maze of pretty alleyways lined with stunning Cycladic houses on the island mountainside. See the famous windmills, the Matogianni Alleys and of course, Little Venice. Later, enjoy a welcoming stop to taste a selection of local delicacies and learn the secrets of Mykonian cuisine. - Day 7 – Mykonos at Leisure:
Today, you’ll have free time to explore as you wish, with many exciting adventures to choose from. Why not take a transfer to the picturesque Mykonos Town and explore the beautiful port area? - Day 8 – Mykonos:
Board your kaiki for a real Insight Experience: a traditional boat, where you’ll meet a Greek captain and cruise around the stunning, world-famous Little Venice of Mykonos. As you sail, learn more about life on the island. Sit back and relax while enjoying views of the iconic windmills (weather permitting). - Day 9 – Depart Mykonos:
You’ll be transferred to the port of Mykonos to board the ship to Piraeus in Athens. Upon arrival, you’ll be met at the port and transferred to your hotel in Athens. Enjoy your final evening with your fellow travellers over dinner, toasting the experiences you’ve shared. - Day 10 – Depart Athens:
Bid a fond antío to your Greek island holiday. Your journey comes to an end with a transfer to Athens airport.
Highlights
- Sail to Greece’s most beautiful islands with a Local Expert.
- Enjoy stunning views of Santorini’s caldera and Mykonos’ coast.
- Immerse yourself in the local culture with private tastings and guided walks.
Set sail to Greece’s most beautiful islands during this 10-day guided tour. Let a Local Expert show you Athens’ ancient Acropolis and Parthenon before setting sail for the crescent-shaped island of Santorini. Here, enjoy views of the caldera from your hotel’s pool, then toast with your fellow travellers to an unparalleled sunset over the Aegean Sea. Later, join a local geology expert to learn about how the volcanic island was formed. On Mykonos, a Local Expert will guide you in a walk of the island’s narrow alleys and iconic Cycladic houses followed by a private tasting of local delicacies. Plus, you’ll meet a Greek captain and board a vessel for a cruise along Mykonos’ stunning coast.
Inclusions
- Enjoy the comfort of Insight’s luxurious, air-conditioned, 40-seat coach with double the standard legroom and onboard washroom.
- Our customized luxury coaches are sanitized before the start of your tour and are maintained to very high standards.
- Physical distancing measures have been implemented on our customized luxury coaches.
- Hand sanitizer is freely available on board for you to use throughout the day.
- Personal radio headsets give you the freedom to wander during visits to famous highlights, without missing any of your Local Expert’s fascinating commentary.
- Hotel and restaurant tips are included – you’ll never have to worry about how much to give, nor search for foreign currency.
FAQs
- Despotiko, Mykonos, Dorion, Mykonos, Porto Mykonos
- Divani Palace Acropolis, New, Athens, Athens Marriott
- Orama, Santorini, The Majestic, Santorini, El Greco Resort & Spa, Santorini
How long is this journey?
This itinerary runs for 10 days and 9 nights.
When can I travel?
Departures are currently scheduled between 17 May 2026 and 29 Sep 2026, subject to live availability.
Are there different departure options?
Yes, multiple departures may be available depending on your preferred travel period.
Are discounts available?
Seasonal or loyalty discounts may be available on selected departures at the time of enquiry.
What is generally included?
Inclusions typically cover guided touring and selected experiences, with exact details listed in the itinerary.
Provided by: Insight VacationsFine Print
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