Island Hopping Tours & Trips
Have you thought about exploring Athens on your first day, sailing to Paros and unwinding on famous beaches, then tasting Paros' local dishes and wines? That’s just one option you can take when hopping around regional islands. Tour Santorini's volcano and hot springs, watch the sunset from a boat near Oia. If you want to go further, how about Indonesia or Thailand? The options are endless!
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Overall very good management
2 Greek Islands Tour - 5 Days - Paros & Santorini - PremiumI liked that everything was on time, also the hotels were nice. Better than I expected. Dilimar and Elias were quick to their responses on WhatsApp when I ask them a few things.
Mykonos, Santorini & Athens Experience - StandardWe very much enjoyed the tours of the Greek islands Paros, Naxos, Santorini and Milos. We selected the Premium tour for the hotel upgrades and it was well worth the costs. The tours were will planned and it was a great way to see the islands. .Since this was a semi-guided tour, the only guides were the welcome guide at the airport and the guide for each island tour, otherwise, we were on our own. The tour guides were excellent. The Paros tour was cancelled due to high winds. The tour was immediately refunded and we decided to rent car for the day. The island towns were interesting and the locals were pleasant and helpful when needed. The restaurants were water front and the food was delicious.. The tour does not include the hotel and airport transfer for the day of arrival or departure. This was an islands tour only and did not include hotel and tour guide for Athens. We added 2 days for to see Athens. Since this is a semi-guided tour, the only guides were the welcome guide at the airport and for the island tours, otherwise we were on our own. However, the Athens based tour guide was always available by phone or Whatsapp and he monitored the tours as needed. Two things to note: 1) Tour Radar describes this tour as small group 2-14 people. We were the only two people for the date we selected, so our tour was solo. 2) There is one day for travel and one day for tours at each island. You may want to upgrade the ferry rides seating and opt for the high speed ferry.
Paros, Naxos, Santorini & Milos with Guided Tours - Premium
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10 best Island Hopping tour packages
Compiled by

MelissaIsland Hopping travel expert at TourRadar
- 2 Greek Islands Tour - 5 Days - Paros & Santorini - Premium
- 10-Day Itinerary: Bangkok, Krabi, and Samui Experiences
- Mykonos, Santorini & Athens Experience - Standard
- Paros, Naxos, Santorini & Milos with Guided Tours - Premium
- Mykonos & Santorini Experience - Standard
- Selected Greek Islands with Santorini Sunset Cruise - Standard
- Vacations in Greece - 9 Days - Athens, Paros, Naxos, Santorini
- Ultimate Greece: Aegean & Ionian Sea - Standard
- Athens & 2 Greek Islands Explorer: Paros & Santorini - Premium
- Mykonos & Santorini Tour: 5-Day Greek Island Escape
10-Day Itinerary: Bangkok, Krabi, and Samui Experiences
“Great value and excellent organization.”
Yap, traveled in April
Duration 10 days Destinations Bangkok, Samut Songkhram, Damnoen Saduak, Nakhon Pathom, Krabi, Bamboo Island, Koh Samui, Mu Koh Angthong National Marine Park Age Range All Ages Welcome Operated in English, German, French, Spanish, Dutch Operator Vietnam Tour Fun From $1,212
32% Off- US$824+$460 local payments
Mykonos, Santorini & Athens Experience - Standard
“Everything was very organized and ran smoothly. Each person that we interacted with on the trip was extremely helpful.”
Susan, traveled in September
A maritime route through the Cyclades takes you from Piraeus to Mykonos' Little Venice and Santorini's caldera. The trip features visits to Delos archaeological site, Nea Kameni volcano, and Palea Kameni hot springs. Includes 6 nights at 3-star hotels and daily breakfast.
Duration 7 days Destinations Athens, Mykonos, Delos, Santorini Age Range All Ages Welcome Operated in English, Spanish Operator Travel Zone From $2,576
35% Off- US$1,674
Mykonos & Santorini Experience - Standard
“Easy logistics, friendly atmosphere, and the flexibility to explore at your own pace.”
James, traveled in September
Duration 5 days Destinations Athens, Mykonos, Delos, Santorini Age Range All Ages Welcome Operator Travel Zone From $2,056
25% Off- US$1,542
Selected Greek Islands with Santorini Sunset Cruise - Standard
“Excellent service and communication by the tour company. Great value for money with ease of transfers and high standards of accommodation.”
Mair, traveled in September
Duration 9 days Destinations Athens, Syros, Naxos, Santorini Age Range All Ages Welcome Operator Travel Zone From $2,389
15% Off- US$2,031
Vacations in Greece - 9 Days - Athens, Paros, Naxos, Santorini
“Small group of ladies was fabulous.”
Amy, traveled in June
The Greek island circuit takes you through three stunning Cycladic islands from Athens. Visit Paros's Naousa port, swim at Naxos's Agios Prokopios beach, and marvel at Santorini's volcanic sites. Package includes inter-island ferries, hotel transfers, and a sunset cruise with dinner in Santorini's caldera.
Duration 9 days Destinations Athens, Paros, Chrysi Akti, Náousa, Naxos, Apiranthos, Filoti, Plaka, Santorini, Nea Kameni IslandSee all destinations Age Range All Ages Welcome Operator Travel Zone From $2,449
30% Off- US$1,714
What our customers ask about Island Hopping Tours & Trips
What are the most popular destinations for island hopping in Greece?
You'll find most travelers heading to Santorini, where you can explore the famous caldera and white buildings perched on cliffs. Naxos is another favorite, with beautiful beaches like Plaka and Agios Prokopios where you can relax in the sun. Mykonos rounds out the top three with its mix of beaches and lively atmosphere. One TourRadar traveler mentions "the hotels were really nice, especially in Naxos with its stunning location overlooking the sea."
What kind of experiences will I have on an island hopping tour?
You'll get to sail through Santorini's caldera on traditional wooden boats, walk up to the Nea Kameni volcano, and take a dip in natural hot springs filled with sulfur and iron. The sunset views from Oia village are a highlight for many visitors. A TourRadar traveler shares, "The sunset cruise in Santorini was unforgettable, with dinner served while anchored near Thirasia Island, followed by watching the sun set over Oia's golden-hued buildings."
Where will I stay during my island hopping tour?
You'll stay in 3 or 4-star hotels like the El Greco Resort in Santorini or the Grotta Hotel in Naxos. Regular rooms come with the basics you need, while upgraded rooms often have better views and extra amenities. A TourRadar traveler notes, "The Mykonos Bay Hotel was our absolute favorite, with beautiful beach views and incredibly friendly staff."
When should I plan my Greek island hopping trip?
Plan your trip between April and October when the weather is nicest, with temperatures between 68°F and 85°F (20°C to 29°C). If you want to avoid crowds and peak prices, skip July and August. A TourRadar traveler suggests "visiting in September when the weather is still warm but the islands are less crowded."
What can I expect from the sailing trips between islands?
You can join half or full-day boat trips, especially around Santorini's volcanic islands. Many people enjoy the Aphrodite cruise, where you'll eat dinner on board while watching the sunset near the caldera. As one TourRadar traveler says, "The wooden boat sunset cruise in Santorini, complete with dinner and local wine, provided stunning views of the volcanic islands and Oia's sunset."
Which island combinations work best for a Greek island hopping tour?
Many travelers start in Athens, then visit Mykonos and Santorini. This route gives you a mix of ancient history and famous island views. Another popular option is Zakynthos, Milos, and Santorini, where you can see Navagio Beach and unique volcanic landscapes. A TourRadar traveler shares, "the hotels were nicely located, offering incredible views of the Aegean sea and helpful staff making the island-hopping experience seamless."
What different activities can I do on each island?
Each island offers something special. In Santorini, you can explore the volcanic caldera. Zakynthos has the Blue Caves for swimming, and you can visit ancient ruins in Delphi. The white rock formations at Sarakiniko Beach in Milos look like you're on the moon, and Ios has peaceful beaches like Magganari. A TourRadar traveler notes: "Each island offered something unique - from Santorini's stunning sunsets viewed from Oia to the crystal-clear waters of Hydra's coves."






























