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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sheryl • traveled in October
There was a great mixture of islands. I expecially liked Naxos and Milos. Naxos had great beaches and fantastic food. On Milos we had a fantastic boat trip around the island where we were able to swim in the beautiful blue waters. Our tour in Paros was canceled so we were left with a lot of free time but there was not much to do on the island on a Sunday. The tour on Santorini was really good and we got to see the non-commercial side of the island. All the hotels were really nice and had good breakfasts but the hotel on Paros and Milos were distant from hotels and bars. It was either a long walk or you paid for a taxi. One problem was when the ferry were late in the afternoon, the mornings were a bit of a waste trying to fill the time.
Paros, Naxos, Santorini & Milos with Guided Tours - Premium - O
Oscar • traveled in June, 2025
Everything was exactly as promised. The hotels were lovely, and the itinerary had the perfect pace. We never felt rushed.
Greek Island Hopping | Semi guided Tour | 11 Days - 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
- Greek Island Hopping | Semi guided Tour | 11 Days
- Paros, Naxos, Santorini & Milos with Guided Tours - Premium
- Greece Discovery & Island Hopping - 10 Days
- The best of Sri Lanka with Adventurous and deluxe Maldives
- Sri Lanka & Maldives Merge-Tour
- Santorini, Paros & Naxos Islands with Guided Tours - Premium
- 2 Greek Islands Explorer: Paros & Santorini - Premium
- Athens & 3 Greek Islands Explorer with Guided Tours - Standard
- Selected Greek Islands with Santorini Sunset Cruise - Standard
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Greek Island Hopping | Semi guided Tour | 11 Days
130 Reviews by TourRadar travelers“The hotels were lovely, and the itinerary had the perfect pace. We never felt rushed.”
Oscar, traveled in June
The Greek islands unfold across Mykonos, Paros, Naxos, and Santorini. Four-star hotels serve as bases while visiting Little Venice, Naousa harbor, and traditional villages. A volcanic cruise showcases hot springs and Oia's sunset views.
Duration 11 days Destinations Athens, Mykonos, Paros, Naxos, Santorini Age Range All Ages Welcome Operator Travel Zone From $3,201
30% Off- US$2,241You save $960
Greece Discovery & Island Hopping - 10 Days
7 Reviews by TourRadar travelers“The tour I bought was great and we managed to see Athens, Delphi, Kalambaka (Meteora), Santorini & Mykonos.”
Chee, traveled in June
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 $3,735
36% Off- US$2,390You save $1,345
The best of Sri Lanka with Adventurous and deluxe Maldives
31 Reviews by TourRadar travelers“We were provided accommodation we asked for: in Sri Lanka upgraded hotels with king size bed and in Maldives an extra night in a luxury water villa in a 4 star resort.”
Lorita, traveled in April
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
36% Off- US$2,193
Sri Lanka & Maldives Merge-Tour
5 Reviews by TourRadar travelers“Great way to visit the country. We managed to see all the highlights while we were there.”
Benjamin, traveled in August
Duration 12 days Destinations Sigiriya, Kandy, Nuwara Eliya, Haputale, Yala, Ella, Galle, Colombo, Maafushi, Male Age Range All Ages Welcome Operated in English, German, Italian, Spanish Operator Capital Lanka Tours From $2,635
18% Off- US$2,161You save $474
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."































