Island Hopping Tours & Trips in Mediterranean
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10 best Island Hopping Mediterranean tour packages
Compiled by

MelissaMediterranean travel expert at TourRadar
- Vacations in Greece - 9 Days - Athens, Paros, Naxos, Santorini
- 5 Greek Islands Odyssey - 11 Days - Standard
- Cycladic Explorer: Athens - Mykonos - Santorini( or Paros)
- Athens - Mykonos - Santorini(can be replaced with Paros) - Crete
- Best of Greece
- Discovery of Athens, Naxos & Santorini - 8 Days
- Discovery of Athens, Zakynthos & Santorini - 8 Days
- Premium Split to Dubrovnik
- Croatia Island Hopping, 15 Days
- London to Athens with Greek Island Hopping (Standard, Start London, 27 Days)
Vacations in Greece - 9 Days - Athens, Paros, Naxos, Santorini
17 Reviews by TourRadar travelers“I was captivated by the beauty of Santorini and the urban diversity of the Athens City Center.”
Sandra, traveled in January
The Greek islands await from Athens. Relax at Paros's Santa Maria beach, marvel at Naxos's Venetian Castle, and sail Santorini's caldera on a sunset cruise. Package includes inter-island ferries, comfortable accommodations, and traditional Greek dinner onboard.
Duration 9 days Destinations Athens, Paros, Naxos, Santorini Age Range up to 99 year olds Operator Travel Zone From $2,149
25% Off- US$1,612You save $537
5 Greek Islands Odyssey - 11 Days - Standard
3 Reviews by TourRadar travelers“This journey offered a diverse and unforgettable experience. We highly recommend it.”
Lisa, traveled in May
The Cyclades reveal themselves across Mykonos, Paros, Naxos, Santorini, and Milos. Naousa's Venetian Castle, Santorini's caldera cruise, and Milos' Sarakiniko Bay await. Includes standard accommodations and breakfast.
Duration 11 days Destinations Athens, Mykonos, Paros, Naxos, Santorini, Milos Age Range 1 to 99 year olds Operator Travel Zone From $2,703
12% Off- US$2,379You save $324
Cycladic Explorer: Athens - Mykonos - Santorini( or Paros)
53 Reviews by TourRadar travelers“The island hopping package we booked was absolutely perfect! The islands were absolutely amazing.”
Jeanne, traveled in April
The Mediterranean beckons between Athens, Mykonos, and Santorini, with stays at Amalia Hotel, Vienoula's Garden, and El Greco Resort. Ancient ruins, traditional windmills, and volcanic landscapes unfold with included transfers and breakfasts.
Duration 10 days Destinations Athens, Mykonos, Santorini Age Range 6 to 80 year olds Operated in English, Spanish Operator Eskapas From $4,200
50% Off- US$2,100You save $2,100
Athens - Mykonos - Santorini(can be replaced with Paros) - Crete
56 Reviews by TourRadar travelers“The islands were absolutely gorgeous and the hotels were nice too. There's so much rich history in GREECE, beautiful landscapes and very nice people.”
Timothy, traveled in August
Mykonos' Little Venice opens this journey to Santorini's caldera views. Luxuriate at Vienoula's Garden and Hotel Hermes. Crete's coastline stretches from Heraklion to Chania with included rental car.
Duration 10 days Destinations Athens, Mykonos, Santorini, Heraklion, Crete, Chania Age Range 6 to 80 year olds Operated in English, Spanish Operator Eskapas From $2,860
3% Off- US$2,774You save $85
Best of Greece
76 Reviews by TourRadar travelers“She builds relationships with venue owners and people that benefit the entire group.”
Bradley, traveled in August
Greek island magic unfolds at Alex Hotel in Mykonos, New Haroula in Santorini, and Hermes Hotel in Ios. Iconic windmills, caldera views, and pristine beaches await with included ferry transfers.
Duration 10 days Destinations Athens, Mykonos, Santorini, Ios Age Range 18 to 59 year olds Operator Travel Talk From $3,371
42% Off- US$1,955You save $1,415
Discovery of Athens, Naxos & Santorini - 8 Days
6 Reviews by TourRadar travelers“Everything was done professionally and with knowledge. We will definitely use tour radar again for our next trip.”
Samuel, traveled in May
Your voyage extends from Athens' ancient harbor to Naxos's Venetian port and Santorini's volcanic caldera. Rest at Grotta Naxos and Sunrise Santorini, with all ferry transfers included.
Duration 8 days Destinations Athens, Naxos, Santorini Age Range 1 to 99 year olds Operator Click Tours From $1,950
31% Off- US$1,346You save $604
Sail from Athens' historic port to Zakynthos' famous Shipwreck Beach and Santorini's volcanic caldera. Package includes guided tours, ferry transfers, and stays at Phoenix Zakynthos and Aegean Plaza Santorini.
Duration 8 days Destinations Athens, Zakynthos, Santorini Age Range 1 to 99 year olds Operator Click Tours From $2,945
37% Off- US$1,855You save $1,089
Croatia Island Hopping, 15 Days
1 Review by TourRadar travelers“Accommodation was also good value and comfortable. Woynot hesitate to recommend this trip to others.”
Ian, traveled in May
Three Mediterranean islands connect via sea routes, featuring Pakleni archipelago and hidden coves near Sucuraj. Proizd and Osjak islets offer pristine beaches, while Vela Luka reveals secluded bays. Beachfront hotels provide comfortable accommodation.
Duration 15 days Destinations Split, Brac, Hvar Island, Korcula Island, Trogir Age Range up to 99 year olds Operator Gulliver Travel From $2,079
15% Off- US$1,767You save $311
A string of islands showcases Mykonos's Little Venice, Paros's Naoussa village, Santorini's caldera views, and Ios's Chora town. Includes ferry transportation and traditional Greek cuisine experiences.
Duration 27 days Destinations England, France, Spain, Monaco, Italy, Vatican City (Holy See), Greece Age Range up to 35 year olds Operator Contiki From $6,155
20% Off- US$4,924You save $1,231
What people love about Island Hopping Tours in Mediterranean
- Vacations in Greece - 9 Days - Athens, Paros, Naxos, Santorini
A nice experience! We visited 3 Greek islands, first it was Paros. There you can find oneofthe most picturesque small ports, in the morning where it is empty of people you can enjoy its quietness and phoograph it, as well as during the night that is full of life with its wonderful taverns, it is the diamond of the island. Then Naxos with its old town. Long and narrow alleys up to the castle. Shops with souvenirs mixed with arts and crafts, beautiful houses and flowers! In Santorini we participated in the only organized excursion of this trip. We visited all the essential places of the island and the guide was great.
- 5 Greek Islands Odyssey - 11 Days - Standard
This journey offered a diverse and unforgettable experience. We highly recommend it.
- Cycladic Explorer: Athens - Mykonos - Santorini( or Paros)
Amazing experience! The island hopping package we booked was absolutely perfect! We chose to visit Athens, Santorini and Mykonos. we are really happy with the customer service, especially with ALEX, who responded and provided timely responses when any questions were raised. The transfers were on time waiting for us and the hotels were great, with only one exception. Titania hotel did not accommodate us according to our arrival at 8am after a long overnight flight, having young children, which really impacted us. The islands were absolutely amazing. Overall, everything was great. I wouldn’t change anything! Thank you very much Eskapas for this amazing experience!
What our customers ask about Island Hopping Tours & Trips in Mediterranean
What are the must-visit islands included in Mediterranean Island Hopping tours?
The core islands on Mediterranean hopping tours are Mykonos, Paros, Naxos and Santorini. Each destination has its own character. Mykonos draws visitors to bustling Matoyanni Street and the waterfront Little Venice quarter. Paros offers a slower pace in Lefkes village and the fishing port of Naoussa. On Naxos the ancient Demeter's Temple stands near the marble-rich village of Apiranthos. Santorini provides caldera lookouts and religious sites like the Monastery of Prophet Elias. One TourRadar traveler noted "From research and others I knew Greece would be very nice. I underestimated how nice. It should be considered a bucket list trip."
When is the best time to go Island Hopping in the Mediterranean?
The Mediterranean island-hopping season runs May through September. July and August bring peak crowds and warmth with Santorini hitting 85°F (29°C). September emerges as a sweet spot drawing nearly half of all bookings thanks to warm seas and thinner crowds. June offers comfortable exploring at around 75°F (24°C) on islands like Mykonos and Paros. A recent TourRadar visitor shared "We just returned from an 11-day island hopping trip to Greece and the weather was perfect for exploring all five stops."
What transportation options are available between Mediterranean islands?
Ferry services form the backbone of Mediterranean island transport with both standard and high-speed options. The Athens (Piraeus) to Mykonos route takes 5 hours on regular ferries or 2 hours 50 minutes on fast services. Longer journeys like Santorini to Piraeus typically run 8 hours. Quick inter-island hops such as Mykonos to Paros need just 45 minutes by fast ferry. Most tour packages build in all ferry tickets and transfers. As one TourRadar guest noted "They arranged for all of our transfers (12 in all) and we never had to lift a finger. They were always on time if not early and got us to where we needed to be."
What type of accommodation can I expect on Mediterranean Island Hopping tours?
Accommodations typically range from 3-star to 4-star properties across the islands. Santorini offers caldera-view rooms while Mykonos features stays near the landmark windmills. You'll find boutique hotels throughout Paros and traditional white-washed lodging in Naxos. One TourRadar traveler provides context: "We are from the United States and I would have to say in most of Greece their 4-Star Hotels are not the same standard as we experience here in the States."
What unique cultural experiences are included in Mediterranean Island Hopping tours?
Local culture threads through these island tours. Santorini opens its canavas (home-cellars) for wine sampling while Naxos welcomes visitors to watch potters at work in Damalas village. Paros reveals its history through the Venetian Castle and old settlements. Mykonos tells its story in the lanes of the Alefkandra quarter. A TourRadar participant recalls "During my tour there I got the chance to meet other nice people visit a local winery and watch the sunset at Oia village. My trip was an amazing experience."
How long should I plan for an island hopping tour in the Mediterranean?
Successful island-hopping tours need 7-10 days at minimum. Standard routes like the Greek Island Hopper dedicate 3 nights each to Mykonos and Santorini plus time in Athens. One TourRadar traveler confirms: "The 10-day itinerary gave us a perfect mix of guided tours and free time to explore. There was enough time in each destination to both see the highlights and relax." This timeline balances sightseeing with beach time without rushing between spots.
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