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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Anne • traveled in October, 2025
This worked very well for us. A great combination of making travel easy for us and yet leaving us with most of our time for our own plans. That was exactly what we were looking for on this trip. I loved the convenience of being picked up and dropped off between hotels, ferries, and airports. The communications were clear, everything was on time, and the drivers were all professional. The hotel choices were all decent. Pan Hotel in Athens is a bit rundown and definitely not for the mobility challenged, but the location is terrific. Paros Bay is very pretty and the staff helpful. Our room didn't have the water views most did, thanks to trees blocking the view from the first floor--but they were nice trees. We did get a good view of the hotel's laundry and an employee sanding chairs who seemed to be doing a commendable job. It was my least favorite location, but if you want an attractive and self-contained hotel, this is a good choice. It has a good bar and restaurant on the premises. The staff also arranged to have a rental car delivered to us there. Paros is lovely, and Antiparos maybe even better. Naxos was also great, and that hotel location was great. We were right in town, an easy walk to almost anything we were interested in. There's a terrific local day trip available that ran us about $30 each and covered most of the island. I'd recommend a tour over driving yourself. Those switchback mountain roads are challenging. Especially if you have to back up! And Santorini was also great. We were in a perfect small beach town in a family-run hotel near the water. The last-day boat trip was an excellent way to close out the stay. Thanks!
Vacations in Greece - 9 Days - Athens, Paros, Naxos, Santorini - M
Michelle • traveled in April
While this tour want not I expected (my mistake, not theirs), everything was really well organized and communicated. While the tour guides were great, Effie was especially amazing (I can only imagine my look of horror upon realizing my mistake that this was not a group tour I had envisioned), and checked in with me, even after I left Athens, answered questions and shared recommendations. I couldn't have been more grateful! The hotels were lovely and when one the boat tours got cancelled because of the weather, they seamlessly for me into a bus tour instead. Highly recommend and suggest taking the expedited ferries when possible.
Athens, Paros & Santorini - 7 Days - Standard
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10 best Island Hopping tour packages
Compiled by
MelissaIsland Hopping travel expert at TourRadar
- Vacations in Greece - 9 Days - Athens, Paros, Naxos, Santorini
- Athens, Paros & Santorini - 7 Days - Standard
- Athens - Mykonos - Santorini - Crete
- Croatia Island Hopping, 11 Days
- Croatia Island Hopping, 8 Days
- Discovery of Athens, Naxos & Santorini - 8 Days
- Athens - Naxos - Santorini - Crete ( Aegean Gems )
- Cycladic Explorer: Athens – Mykonos – Santorini | 10 Days
- Thailand Island Hopper
- Thailand Island Hopper - Feel Free Travel
Vacations in Greece - 9 Days - Athens, Paros, Naxos, Santorini
32 Reviews by TourRadar travelers“Pick ups were on time, ferries were enjoyable.”
Antoinette, traveled in May
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, Naxos, Santorini Age Range All Ages Welcome Operator Travel Zone From $2,276
25% Off- US$1,707You save $569
Athens, Paros & Santorini - 7 Days - Standard
12 Reviews by TourRadar travelers“Our stay in Paros is one of the best amongst the four places we went. It is very clean and the breakfast is really good.”
JUDITH, traveled in April
Island-hop between Athens, Paros' emerald beaches like Chrissi Akti, and Santorini's volcanic landscape. A 6-hour sunset cruise takes you to Nea Kameni, followed by a swim in Palea Kameni's thermal waters, and a visit to Naousa's Venetian castle. All inter-island transfers included.
Duration 7 days Destinations Athens, Paros, Santorini Age Range All Ages Welcome Operator Travel Zone From $1,952
15% Off- US$1,659You save $293
Athens - Mykonos - Santorini - Crete
56 Reviews by TourRadar travelers“Hotels are well-located, close to main attractions and beaches. Everything about the travel was handled with great care.”
Jeff, traveled in October
The Mediterranean voyage leads from Athens to Mykonos' sandy shores, then to Santorini's volcanic landscapes. Each island reveals its unique character while staying at quality hotels like Vienoula's Garden and Hotel Hermes, ending with Crete's historic harbors and beaches.
Duration 10 days Destinations Athens, Mykonos, Santorini, Heraklion, Crete, Chania Age Range Ages 6+ Operated in English, Spanish Operator Eskapas From $2,800
3% Off- US$2,716You save $84
Croatia Island Hopping, 11 Days
3 Reviews by TourRadar travelers“Tourradar did a great job with all the structure and organizing to fit our needs and desires. They are very supportive and helpful.”
Kevin, traveled in September
Croatian island life unfolds between Brac, Hvar, and Korcula islands with included ferry transfers. Accommodations at Hotel Elaphusa, Hotel Paros, and Hotel Port 9 serve as bases to visit hidden coves, local wineries, and each island's unique charm over 11 memorable days.
Duration 11 days Destinations Split, Brac, Hvar Island, Korcula Island, Trogir Age Range All Ages Welcome Operator Gulliver Travel From $2,132
15% Off- US$1,812You save $320
Croatian islands Brač and Hvar welcome visitors to Hotel Elaphusa and Hotel Paros. Highlights include Pučišća's Stone Masonry School, Hvar's 17th-century theatre, and UNESCO-listed Trogir. Ferry transfers and daily breakfasts included.
Duration 8 days Destinations Split, Brac, Hvar Island, Trogir Age Range All Ages Welcome Operator Gulliver Travel From $1,613
15% Off- US$1,371You save $242
Discovery of Athens, Naxos & Santorini - 8 Days
7 Reviews by TourRadar travelers“Everything was well organized.”
Elizabeth, traveled in October
Greek island connections between Athens, Naxos, and Santorini offer scenic Aegean crossings. Visit Naxos's Venetian town and Santorini's volcanic caldera. Accommodation at selected hotels like Grotta Naxos and Sunrise Santorini, with all port transfers included.
Duration 8 days Destinations Athens, Naxos, Santorini Age Range All Ages Welcome Operator Click Tours From $2,300
36% Off- US$1,472You save $828
The Greek island route flows from Naxos's Agios Prokopios beach to Santorini's dramatic caldera. A traditional boat visits Koufonisia's hidden coves, while inland tours reveal Apokoronas villages in Crete. Modern hydrofoils provide seamless transfers.
Duration 12 days Destinations Athens, Naxos, Santorini, Crete Age Range Ages 12+ Operator Oxygen Tours From
36% Off- US$1,947
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."