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16-Day Island Hopping Tour: Milos, Santorini, Koufonisia, Naxos, Paros, Mykonos

16 days
Start and end in Athens
4.0
2 traveler reviews
From
$10,662
-25%
NZ $7,996 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

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2025

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

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Plan your adventure:
Explorer
Curated to ignite your sense of adventure
Self-guided
Independent exploration, backed by expert advice and support
Low Intensity
Travelers can expect some light physical activities
Guided in English
All Ages Welcome
Image of a map showing the route of the tour

Itinerary

  1. Day 1

    Athens

    A private driver meets you at Athens International Airport and takes you to your hotel. The rest of the day is yours to wander around the city and get oriented at your own pace.

    Optional Activities

    • Explore Athens independently
  2. Day 2

    Athens

    Your driver picks you up from the hotel for a full day exploring Athens. You'll head to the Acropolis and Parthenon, then spend time at the Museum of Acropolis with a guide who'll walk you through the artifact and sculpture collections. After that, a panoramic tour takes you past the Panathenaic Stadium, Zappeion, Temple of Olympian Zeus, and the Tomb of the Unknown Soldier. This part runs about 4 hours total.

    Meals
    Breakfast

    Included Activities

    • Visit Acropolis and Parthenon
    • Guided tour of Museum of Acropolis with artifact and sculpture collections
    • Panoramic city tour featuring Panathenaic Stadium, Zappeion, Temple of Olympian Zeus, and Tomb of the Unknown Soldier
    Landmarks/POIs
    Acropolis
    Parthenon
    Museum of Acropolis
    Panathenaic Stadium
    Zappeion
    Temple of Olympian Zeus
    Tomb of the Unknown Soldier
  3. Day 3

    Athens to Milos

    Your driver meets you at the hotel and takes you to Piraeus Port, where you catch a ferry to Milos. Once you arrive, another driver transfers you to your hotel. The island is known for the Marble Statue of Aphrodite of Milos, and you'll have time to check it out and explore on your own.

    Meals
    Breakfast

    Optional Activities

    • Explore Milos independently
    • Visit sites related to the Marble Statue of Aphrodite of Milos
    Landmarks/POIs
    Milos Island
  4. Day 4

    Milos

    This morning or afternoon, you'll take a half-day cruise around Milos to see the volcanic rock formations and white-rock beaches that can only be reached by boat like Kleftiko, Arkoudes, and Kalogries. You'll have chances to swim in the turquoise waters, and then head back to watch the sunset from the dramatic rocky landscape. Dinner is a buffet served on board.

    Meals
    Breakfast

    Optional Activities

    • Semi-Private Sunset Cruise with buffet on board exploring Milos' beaches and rock formations
    Landmarks/POIs
    Kleftiko Beach
    Arkoudes Beach
    Kalogries Beach
  5. Day 5

    Milos to Santorini

    Your driver meets you and takes you to Milos Port for the ferry to Santorini. A local driver picks you up at Santorini port and brings you to your hotel. You have free time to walk through the whitewashed villages and narrow alleys of Thira, try local foods like tomatoes, fava, and capers, and catch the sunset in Oia.

    Meals
    Breakfast

    Optional Activities

    • Explore Thira's narrow alleys
    • Taste Santorini's local produce
    • Watch sunset in Oia
    Landmarks/POIs
    Thira
    Oia
  6. Day 6

    Santorini

    The morning is yours to relax at the hotel. Then you'll board a semi-private cruise that takes you to the Hot Springs where the mineral-rich water is good for swimming, and past Nea Kameni, Aspronisi, and the Ancient Lighthouse. You'll swim and snorkel at Red Beach, then head to White Beach for a BBQ lunch with Greek salad, shrimp, grilled meats, and vegetarian options. After lunch there's more swimming and relaxing before watching the sunset from Oia as the Caldera turns golden. The whole cruise takes around 6 hours.

    Meals
    Breakfast

    Optional Activities

    • Semi-Private Cruise to Caldera with BBQ on board including swimming at Hot Springs, Red Beach, White Beach, and sunset viewing in Oia
    Landmarks/POIs
    Hot Springs (Nea Kameni)
    Aspronisi
    Ancient Lighthouse
    Akrotiri
    Indian Rock
    Red Beach
    White Beach
    Oia
  7. Day 7

    Santorini to Koufonisia

    Take some time at the hotel in the morning, then your driver takes you to Santorini port for the ferry to Koufonisia. When you arrive, your hotel is just a short walk from the port.

    Meals
    Breakfast

    Optional Activities

    • Explore Santorini in the morning
    Landmarks/POIs
    Koufonisia Island
  8. Day 8

    Koufonisia

    Spend the day exploring Koufonisia, a quiet Cyclades island with sandy beaches and turquoise water. There are no motor vehicles here and only about 400 people living on the island who get around by bicycle or on foot. You can reach beaches by walking, renting a bike, or taking a boat that'll drop you off and pick you up later. This is a chance to experience real island life without the tourist crowds.

    Meals
    Breakfast

    Optional Activities

    • Explore Koufonisia's naturist beaches
    • Rent a bicycle to explore the island
    • Enjoy traditional cuisine
    • Experience local island lifestyle
    Landmarks/POIs
    Koufonisia Island
  9. Day 9

    Koufonisia to Naxos

    Take the ferry from Koufonisia to Naxos and your driver meets you at the port for transfer to your hotel. Once you're settled, you have free time to explore. The Portara, a huge marble gate, and the medieval Venetian castle in the old city are the first things you'll notice. The island mixes ancient ruins, old structures, and long sandy beaches.

    Meals
    Breakfast

    Optional Activities

    • Visit Portara marble gate
    • Explore medieval Venetian castle
    • Discover ancient ruins and beaches
    Landmarks/POIs
    Portara
    Venetian Castle
  10. Day 10

    Naxos

    A native Naxian guide leads you on a 4-hour private tour of the island's highlights. You'll walk through Byzantine churches with beautiful frescoes, see Venetian towers, and visit mountain villages. Along the way, you'll pass green valleys, olive groves, and orchards. There's time to taste local honey, meet artists and artisans working with ceramics and traditional fabrics, and learn about local products. It's a good way to get a real sense of everyday island life here.

    Meals
    Breakfast

    Optional Activities

    • Private Tours to the Highlights of Naxos including Byzantine churches, Venetian towers, mountain villages, natural landscapes, local honey tasting, and artisan workshops
    Landmarks/POIs
    Byzantine Churches of Naxos
    Venetian Towers of Naxos
  11. Day 11

    Naxos to Paros

    Your driver picks you up at the hotel and takes you to Naxos Port for the ferry to Paros. When you arrive, the driver transfers you to your hotel. You'll have time to walk around this Cycladic island with its mix of natural beauty and history. There are plenty of beaches to choose from, some busy and some quiet, or you can wander the traditional town's narrow streets.

    Meals
    Breakfast

    Optional Activities

    • Explore Paros' beaches
    • Walk through traditional town streets
    Landmarks/POIs
    Paros Island
  12. Day 12

    Paros

    Spend 4 hours on a private organic farm tour and wine tasting. You'll walk through a local organic farm to see how sustainable farming works, talk with guides about growing and harvesting, then sample local wines paired with artisanal cheeses and fresh bread. It's a good fit if you're interested in food, farming practices, and learning about Paros' winemaking traditions.

    Meals
    Breakfast

    Optional Activities

    • Private Organic Farm Tour and Wine Tasting including sustainable farming practices, wine tasting with artisanal cheeses and freshly baked bread
  13. Day 13

    Paros to Mykonos

    Take the ferry to Mykonos, the island known for beaches and nightlife with whitewashed Cycladic houses everywhere. Your driver meets you at the port and takes you to your hotel. From there, you can stroll through Little Venice, wander the narrow streets of Matogiania shopping for clothes and local items, or just settle in at your hotel. The nightlife here is what Mykonos is famous for, so there's plenty to do after dark.

    Meals
    Breakfast

    Optional Activities

    • Stroll through 'Little Venice'
    • Walk through 'Matogiania' narrow streets
    • Shop for clothes and local items
    • Enjoy Mykonos' nightlife
    Landmarks/POIs
    Little Venice
    Matogiania
  14. Day 14

    Mykonos

    You'll board a semi-private cruise heading to Delos, a UNESCO World Heritage site with ancient ruins and archaeology from the birthplace of Apollo and Artemis. There's an option to skip the archaeological site and swim in a nearby gulf instead. You'll get a fresh BBQ lunch prepared on board, then head to Rhenia Island to swim in the clear water and relax on the beach for about 2 hours. The whole cruise takes around 6 hours.

    Meals
    Breakfast

    Optional Activities

    • Delos & Rhenia Beach semi-private cruise including archaeological site visit or swimming, BBQ lunch on board, and beach relaxation
    Landmarks/POIs
    Delos
    Rhenia Island
  15. Day 15

    Mykonos to Athens

    Your driver meets you at the hotel and takes you to Mykonos Port for the ferry back to Piraeus. Another driver is waiting at Piraeus to take you to your hotel in Athens. You have the rest of the day free to check out the city again or just relax.

    Meals
    Breakfast

    Optional Activities

    • Explore Athens
  16. Day 16

    Athens

    Your driver meets you at the hotel and takes you to Athens airport according to your flight time.

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What's Included

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  • Accommodation
  • Guide
  • Meals
  • Additional Services
  • Transport
  • Free eSIM
    TourRadar offers the lead traveler (the person who booked) a free 1GB eSIM for the trip. The eSIM is redeemable only through the TourRadar app 72 hours before departure.

What's Not Included

  • Flights
  • Insurance
  • Optional
  • Additional Services

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Number of tours

74

Age Range

1 to 86 years old

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within 1 day

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Customer Reviews

  • 16-Day Island Hopping Tour: Milos, Santorini, Koufonisia, Naxos, Paros, Mykonos reviewer 1
    · November 19th, 2024
    This 16-day tour was a magical experience! Every driver was on time fir our pick up waiting for us with a sign with our names ln it. The hotels booked in each island were great and centrallylocated! The commination was prompt and everyone was always helpful and answered to our questions prior to the tour. Thank you Private Tours Greece!
    Show more
    Trip date: September 2024
  • FI
    · July 7th, 2022
    tour radar was ok up front, but when we got handed off to their tour provider, Private Tours Greece, there were some problems. First, an optional boat excursion we booked thru Private Tours Greece was charged to us at $369, when the actual cost from the boat tour itself was only $125. We felt cheated by Private Tours Greece. When I objected they argued that they were charged $369, which the boat tour owner told me was not true. So BEWARE booking secondary activities and excursions thru Tour Radar and Private Tours Greece. Instead book direct with the providers. Very easy to do in advance online. We also had 2 instances where our pickup drivers at ferry arrivals were a no show or very late shows. Two of what were supposed to be 4 star hotels were actually 2 star hotels. Disappointing since we paid extra to upgrade to 4 star hotels. I suggest you verify in advance BEFORE paying Tour Radar EXACTLY which hotels they will book for you. Koufanisia was described by Tour Radar as an island with no autos or trucks, very quiet pedestrian and bicycles only. We were surprised on arrival to see cars and trucks all around ferry arrival at port, a massive traffic jam. Nice island, just not the auto free nirvana described by Tour Radar. Most hotels or airbnb's we were booked in were nice with good breakfasts provided which is why they get 3 stars. For the ripoff on our optional excursion they get a zero. Cheated me out of $220.
    Show more
    Private Tours Greece commented on this review
    Thank you for sharing your experience. We're sorry to hear about the issues you encountered with the optional boat excursion and the transportation delays that occured due to heavy port traffic. Your feedback is important, and we apologize for any... Show more
    16-Day Island Hopping Tour: Milos, Santorini, Koufonisia, Naxos, Paros, Mykonos customer review photo 116-Day Island Hopping Tour: Milos, Santorini, Koufonisia, Naxos, Paros, Mykonos customer review photo 216-Day Island Hopping Tour: Milos, Santorini, Koufonisia, Naxos, Paros, Mykonos customer review photo 316-Day Island Hopping Tour: Milos, Santorini, Koufonisia, Naxos, Paros, Mykonos customer review photo 416-Day Island Hopping Tour: Milos, Santorini, Koufonisia, Naxos, Paros, Mykonos customer review photo 516-Day Island Hopping Tour: Milos, Santorini, Koufonisia, Naxos, Paros, Mykonos customer review photo 6
    Trip date: June 2022

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From
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Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Select Date

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2025

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
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Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

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2

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Good to Know

Tour ID: 185633

  • Currency
    Euro
    Greece
  • Plugs & Adapters

  • Vaccines
    • These are only indications, so please visit your doctor before you travel to be 100% sure.
    • Hepatitis A - Recommended for Greece. Ideally 2 weeks before travel.
    • Hepatitis B - Recommended for Greece. Ideally 2 months before travel.
  • Visa
    • Unfortunately we cannot offer you a visa application service. Whether you need a visa or not depends on your nationality and where you wish to travel. Assuming your home country does not have a visa agreement with the country you're planning to visit, you will need to apply for a visa in advance of your scheduled departure.
    • Here is an indication for which countries you might need a visa. Please contact the local embassy for help applying for visas to these places.
  • Payment information
    • For any tour departing before December 31st, 2025 a full payment is necessary. For tours departing after December 31st, 2025, a minimum payment of 10% is required to confirm your booking with Private Tours Greece. The final payment will be automatically charged to your credit card on the designated due date. The final payment of the remaining balance is required at least 60 days prior to the departure date of your tour. TourRadar never charges you a booking fee and will charge you in the stated currency.
    • Some departure dates and prices may vary and Private Tours Greece will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Private Tours Greece" tours: Visa, Maestro, Mastercard, American Express or PayPal. TourRadar does NOT charge you an extra fee for using any of these payment methods.
  • Cancellation Policy
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    Some tours are not suitable for mobility-restricted traveler, however, some operators may be able to accommodate special requests. For any enquiries, you can contact our customer support team, who are ready and waiting to help you.

Who is travelling?

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Select departure month

2025

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
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Dec

2026

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Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
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