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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Louise • traveled in June, 2025
This tour was a great introduction to Greece as a first timer! From the moment I landed and cleared customs, I was greeted by the Tour Assistant, Elias, who provided a thorough overview of my trip itinerary on the drive to the hotel in Athens. Hotel selections were great, comfortable and close to main attractions and eateries. I have noted the hotels down so I can visit again in the future as I immediately fell in love with Greece (especially Paros Island). All transfers were on time and I always felt safe as a solo traveller. The itinerary provided ample free time at each location on arrival.
Athens & 3 Greek Islands Explorer with Guided Tours - Standard - E
Emily • traveled in April, 2026
A perfect family holiday in Greece! Safe, well planned, and with enough free time to relax. The kids loved the islands and we had zero stress
Paros, Naxos, Santorini & Milos with Guided Tours - Premium - D
David • traveled in February, 2026
Great hospitality and professionalism in both Sri Lanka and Maldives. Extending Sri Lanka by a few days was a good idea and we spent a really lovely time withy our driver Mr. Pradeep. SL impressed us with nature beauty, cultural diversity and historical heritage. In Maldives we went snorkeling to watch the turtles and fish beautiful , as well as the dolphins and the island for lunch and relax (such a beautiful variety ) and most importantly I want to praise our guides and the tour itself , everything is very organized, professional , clean , delicious and tucked in as it was written in the tour all saw and everyone watched . I really want to mention it is the guides who accompanied us (since we did not swim well) This guide and tour guide Mohamed-Rabit and Mark, professionals of their business, helped and taught us snorkeling , for which we are very grateful. It was a sheer pleasure to be on this tour and we will recommend this adventure to our friends.
The best of Sri Lanka with Adventurous and deluxe Maldives
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10 best Island Hopping tour packages
Compiled by

MelissaIsland Hopping travel expert at TourRadar
- Athens & 3 Greek Islands Explorer with Guided Tours - Standard
- Greece Discovery & Island Hopping - 10 Days
- Paros, Naxos, Santorini & Milos with Guided Tours - Premium
- The best of Sri Lanka with Adventurous and deluxe Maldives
- Santorini, Paros & Naxos Islands with Guided Tours - Premium
- 2 Greek Islands Explorer: Paros & Santorini - Premium
- 5 Greek Islands Odyssey with Guided Tours - Premium
- Selected Greek Islands with Santorini Sunset Cruise - Standard
- Athens & 2 Greek Islands Explorer: Paros & Santorini - Premium
- Athens & 2 Greek Islands Explorer: Paros & Santorini - Standard
Athens & 3 Greek Islands Explorer with Guided Tours - Standard
38 Reviews by TourRadar travelers“The beaches on every island were awesome. The water was wonderfully turquoise and there were always many nice taverns close by.”
OlafEnglesson, traveled in May
Duration 9 days Destinations Athens, Paros, Parikia, Antiparos, Lefkes, Náousa, Naxos, Damalas, Chalki, ApiranthosSee all destinations Age Range All Ages Welcome Operator Travel Zone From $2,974
25% Off- US$2,230You save $744
Greece Discovery & Island Hopping - 10 Days
7 Reviews by TourRadar travelers“We had wonderful hotels and contacts and transport at every location on our trip.”
Melissa, traveled in May
Maritime connections link Piraeus port to Santorini's volcanic caldera and Mykonos' picturesque harbor. Nea Kammeni's volcanic islands offer swimming in thermal springs. Mykonos showcases iconic windmills and Little Venice, with fast ferry connections and seafront hotels.
Duration 10 days Destinations Athens, Delphi, Kalabaka, Metéora, Thermopylae, Santorini, Nea Kameni Island, Palea Kameni Island, Mykonos, ChoraSee all destinations Age Range All Ages Welcome Operator Click Tours From $3,690
36% Off- US$2,362You save $1,328
The best of Sri Lanka with Adventurous and deluxe Maldives
31 Reviews by TourRadar travelers“Travelling and relaxing in both Sri Lanka and Maldives was really enjoyable and well arranged.”
Mia, traveled in September
Duration 12 days Destinations Colombo, Sigiriya, Kandy, Nuwara Eliya, Yala National Park, Galle, Male, Maafushi Age Range All Ages Welcome Operator Payless tours india From
15% Off- US$2,202
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."






























