Greece Guide

Cyclades Island Hopping Tours Greece

Discover the iconic whitewashed villages, azure waters, and vibrant culture of Greece's Cyclades islands on expertly guided tours.

150+ tours
From $$50
Full-day or Multi-day

The Cyclades, a dazzling archipelago in the Aegean Sea, are synonymous with quintessential Greek island dreams. From the dramatic caldera views of Santorini to the lively nightlife of Mykonos and the ancient historical sites of Delos, these islands offer a kaleidoscope of experiences. Cyclades island hopping tours are the perfect way to weave together the unique charms of this stunning region, allowing travelers to efficiently explore multiple islands without the stress of complex logistical planning. These guided excursions handle the inter-island travel, often by high-speed ferry or private boat, and provide curated itineraries that showcase the best each island has to offer, from iconic landmarks to local culinary delights. Imagine waking up to the scent of jasmine on Naxos, exploring ancient ruins on Delos, savoring fresh seafood in a traditional taverna on Paros, and watching the sunset paint the sky over the caldera in Oia. Island hopping in the Cyclades is more than just a vacation; it's an immersion into a distinct island culture, characterized by stunning natural beauty, rich history, and a laid-back yet vibrant atmosphere. By opting for a structured tour, visitors can maximize their time, gain deeper insights from knowledgeable local guides, and discover those special spots that might otherwise be missed. Whether you seek romance, adventure, history, or simply relaxation on sun-drenched beaches, a Cyclades island hopping tour promises a comprehensive and enriching exploration of this beloved Greek paradise. These tours often include transportation, guided activities, and recommendations for authentic local experiences, making them an accessible and rewarding way to experience the archipelago's magic.

Featured Cyclades Island Hopping Tours

Discover our top picks for cyclades island hopping in Greece

Island Hopping from Skiathos
From $73.53
Free Cancellation

This day trip offers a fantastic chance to explore Skopelos and Alonissos, part of the North Sporades, while enjoying the sun and sea. Departing from Skiathos Port at 09:15 AM, the boat sails for 1.5 hours to Skopelos, where you'll have 1.5 hours to explore its narrow streets, shop, or visit churches. The boat then heads to Alonissos and its port, Patitiri, for another 1.5 hours to explore the old town, with time for lunch (not included). During the sail, pass through the Marine Park and capture photos of the Blue Caves. On the return trip to Skiathos, relax at Milia Beach, enjoy scenic views, and take photos of the famous Agios Ioannis Chapel and Amarantos Rocks from Mamma Mia. The boat arrives back at Skiathos Port around 19:00 PM.

4.7(109)
9h
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Naxos: Hike to the Top of the Cyclades - Mount Zas
From $100.81
Free Cancellation

This pleasant hike of moderate difficulty will take you up to the top of the most popular mountain in the Cycladic island cluster: Mount Zas! Once you reach the peak, there are many things to be proud of! Not only will you be at the highest point in the Cyclades, but you’ll have hiked to the summit of the mountain where Zeus, Father and King of the Olympian Gods, was raised. The trail you’ll be following is exactly the same trail people have been following to the top of the mountain since ancient times. The vast blue of the Aegean Sea will accompany you along the way, while the view of the neighboring Cycladic islands is breathtaking. When you’re at the top, the 360 degree view is worthy of the Gods! Once you reach the top, you’ll spend some time taking photos and having a delicious traditional treat. After you take in all the beauty, you start on your way back! At the end of your hike you'll enjoy a delicious traditional picnic!

5.0(69)
4h
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Cycladic Sculpture Workshop in Paros
From $47.44
Free Cancellation👤Private Tour

Crafting a Cycladic idol figure from recycled materials can be a delightful and eco-friendly way to commemorate your Greek island holiday. These iconic sculptures, with their minimalist style and abstract forms, have inspired artists for millennia. By using items like old cardboard, foil and air dry clay, you can create a unique piece that captures the essence of the Cycladic tradition while also giving new life to materials that would otherwise be waste. It's a creative and sustainable way to bring a piece of your travels back home with you.

5.0(9)
2h
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Island Hopping with Beach BBQ
From $85.39
Free Cancellation

This cruise takes you to enjoy the beautiful scenery and the best swimming sites of the neighbouring islands of Lefkada! You´ll be able to take a look inside the famous cave of Papanikolis, where we also take time for our morning swim. At our village stop you have time to walk around the pretty, narrow streets and admire the view. Or if you prefer another swim, there are also beaches nearby. The highlight of the day is the beach stop - plenty of time for sunbathing and swimming in the crystal clear waters, as the crew prepares your delicious BBQ lunch, freshly on the spot! Umbrellas will be provided to give you a much needed shade from the hot Greek sun. On our way back home, we stop for one more swim on the famous "Onassis island". Fresh seasonal fruit and a local appetizer drink will be also served during the cruise. This is definitely THE TRIP for the whole family! Short distances from place to place ensure, that the smallest passengers enjoy it too!

5.0(239)
8h
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Athens: Full-Day Island Hopping Cruise with Lunch and Swimming
From $124.53
Free Cancellation

Experience one full day of sea, sun & fun on a wooden cruise boat. Swim in the turquoise waters and explore the islands of Aegina and Agistri. Save time and money with our free transportation to and from the Pier.

4.3(27)
10h
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Sea Safari Speedboat Trip in Corfu. Island hopping Sea Tour
From $88.95
Free Cancellation

There is no better way to discover Corfu Island than an adventurous Speedboat Trip. Our daily trips take you to the most amazing beaches located on the north side of the island. Our fun activities and the hidden gems we have found to show you offer a guaranteed truly amazing experience. Our blue water adventure will start from San George Beach continuing north west, with our first stop Porto Timoni double bay, Passing by the coastline of Crocodile Island, our second stop is Diaplo Island. Here you will get a chance to explore the untouched island and jump from the sandy cliffs. Spending a little time for swimming and cliff diving, continuing on to untouched Mathraki island , there you can spend time on a beautiful quiet sandy beach and have lunch at a local Taverna, after we will start making our way back, stopping at Twins beach for a swim in crystal clear waters or just chill on the beach.

4.7(16)
5h
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Lefkada, Nydri, Scorpios Kayak Odyssey Island Hopping
From $77.09
Free Cancellation

Island hopping from Nydri, paddling through the crystal-clear waters of the Ionian. Visit the private islands of Madouri and Skorpios. Enjoy a delicious lunch on a secluded beach with traditional Greek products. Take in breathtaking views of the coastline from the sea as you paddle. Swim and snorkel in hidden beaches and secret spots.

5.0(3)
4h
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Yoga & Reiki on Milos Island, Greece
From $71.16
Free Cancellation👤Private Tour

Our yoga and Reiki experience in Milos is unique, offering holistic rejuvenation in a beautiful setting. What sets us apart: - Stunning Locations: Practice yoga on Milos's pristine beaches or at a serene accommodation facility, weather permitting. - Personalized Sessions: Tailored to your needs, whether you're a beginner or experienced practitioner. - Integrated Healing: Combines yoga with Reiki for a comprehensive mind, body, and spirit experience. - Expert Instructors: Certified, experienced instructors ensure high-quality guidance. - Cultural Immersion: Incorporates elements of Milos's history and landscape for an enriching experience. - Small Groups: Personalized attention in an intimate, supportive community. - Flexible and Convenient: Choose your preferred location and schedule. Join us for a transformative journey that enhances your physical well-being and nurtures your soul in the breathtaking surroundings of Milos.

5.0(1)
1h 15m
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Bar Crawl Ios Ticket in Cyclades
From $41.51
Free CancellationSkip The Line

Unlock the ultimate Ios Experience! Sign up to Ios Islands biggest bar crawl on every night of your holiday! Nightly Events. Free Entrance and Discounts to bars and clubs. VIP Experiences. Exclusive pre-party at our very own LIABP HQ (Bar / Restaurant). Reps at your disposal! Bar Crawl Ios inclusions: 5 venues, 5 shots, 5 VIP entrances and +1 pre drink ticketed event Meet at Life is a Beach Party HQ at 23:00 each night: Ios Village (Chora) - main road

4.2(15)
4h
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Pub Crawl in Cyclades
From $41.51
Free CancellationSkip The Line👤Private Tour

Unlock the ultimate Ios Experience! Sign up to Ios Islands biggest bar crawl on every night of your holiday! Nightly Events. Free Entrance and Discounts to bars and clubs. VIP Experiences. Exclusive pre-party at our very own LIABP HQ (Bar). Reps at your disposal! Bar Crawl Ios inclusions: 5 venues, 5 shots, 5 VIP entrances and +1 pre drink ticketed event Meet at Life is a Beach Party HQ at 23:00 each night: Ios Village (Chora) - main road

5.0(1)
4h
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Official Wristband in los, Cyclades
From $117.41
Free CancellationSkip The Line

A must do experience on your trip to Ios! It is our customers favourite way to experience the nightlife, when staying more than 2-3 days (valid for up to 3-weeks) You get to go to the best clubs including the biggest club on the island Sweet Irish Dream! In total we bring you to 5 clubs, you get free entry everywhere you go and a free shot in each place! You also get a jager or skittle bomb on arrival to our HQ. HQ is where everyone meets for pre drinks! We have a DJ playing, beer pong, great drinks deals and it's the perfect way to meet people! Included is 2 x Bar Crawl Ios tickets, 1 x FarOut Beach Club event ticket, 15 EUR voucher at HQ + the usual free entry/discounts at partner businesses in Ios.

5.0(10)
24h
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2 Day Santorini Island Hopping
From $457.01
👤Private Tour

Get the chance to explore one of the most famous island all over the world Santorini! This island is perhaps the most breathtaking of all the Greek islands. Around 1500 B.C., a volcanic eruption destroyed the center of the island, leaving a crescent shaped rim of cliffs around a harbor formed in the volcano’s caldera. The town of Fira is accessible by donkeys or by cable car. Everything is in place as it was before the gigantic earthquake, including the narrow “streets” which wind through the area which has been cleared of the ash that filled the houses and engulfed the town. Akrotiri is often compared to Pompeii but the ruins here date back to the prehistoric times, around 1500 B.C. Inclusions: * pick up/drop off from all Athens Hotels * roundtrip boat tickets in economy class Piraeus Santorini Piraeus * arrival transfer in Santorini * 1 night in Santorini accomodation in 3* Hotel with breakfast * 24/7 Global and personal assistance * Taxes and VAT

48h
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5 Day Dream Island Hopping in Mykonos, Santorini, Paros and Naxos
From $4,031.09
👤Private Tour

Embark on a 5-day journey through the most iconic Greek islands, with seamless transfers and personalized tours at every destination. Starting in Mykonos, explore its iconic beaches, charming alleys, Little Venice, vibrant town life and the famous windmills. Continue to Paros, where you’ll experience traditional villages and stunning beaches like Kolymbithres. In Naxos, visit mountain villages, shop authentic local products and the famous Temple of Apollo, before concluding your trip on the breathtaking island of Santorini, famous for its caldera views and picturesque streets. Ideal for travelers looking to explore the Cyclades in style and comfort, with time to relax and enjoy each island’s unique charm.

5.0(2)
120h
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Island Hopping: Santorini Catamaran Charter Cruise with a skipper
From $7,779.92
👤Private Tour

Design your own trip and explore the Aegean! Feel free to craft your own personalized sailing route. We are ready to make it happen. Set sail for any destination you desire.

4.9(136)
168h
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Luxury cruise in Greece to the CYCLADES by sailboat with CHEF
From $1,541.75
👤Private Tour

The most beautiful Greek islands, an elegant and fast sailing boat, delicious food and wonderful sea... And you? What do you dream about for your holidays in Greece? Our sailing holidays begin as soon as you get on board: Your cabin is ready, the sheets smell fresh, the food (fresh, organic food and drink you love) is perfectly stored, beach towels, masks and fins, and SUPs are at your disposal. You will always be greeted with a toast and a smile! ♡ You just have to choose the itinerary of our sailing cruises! 1)Saronic Islands and coast of 2)Peloponnese from Athens 3) IONICS from Lefkas 4) Dodecanese from Kos 5) Small Cyclades from IOS ITINERARY INFO ON deepblusailing com Now you can have the boat you have always dreamed of, a REAL holiday on a 17-metre JEANNEAU 54 DS, with generator and air conditioning: ONLY 4 GUESTS in two large double cabins with private bathroom (and electric toilet); the HOSTESS/chef will have lunches ready, the SKIPPER can give lessons

5.0(1)
192h
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Why Choose Cyclades Island Hopping in Greece?

Iconic Island Charm

Experience the world-renowned whitewashed villages, blue-domed churches, and breathtaking caldera views that define the Cyclades.

Seamless Travel

Tours handle inter-island ferry or boat transfers, saving you time and the complexity of booking multiple legs of your journey.

Culinary Delights

Discover local tavernas and sample authentic Cycladic cuisine, from fresh seafood to regional specialties, often with guide recommendations.

Rich Historical Sites

Explore ancient ruins, archaeological sites like Delos, and significant cultural landmarks across various islands.

Unmatched Scenery

Capture postcard-perfect photos of dramatic coastlines, charming harbors, and picturesque villages.

Local Insights

Benefit from the knowledge of local guides who share stories, history, and practical tips for each destination.

Types of Cyclades Island Hopping in Greece

Multi-Day Island Hopping Packages

These comprehensive tours typically span several days, visiting 2-4 islands with pre-arranged accommodations and ferry tickets. They offer a structured itinerary focusing on key highlights.

Accommodation includedFerry transfers arrangedGuided excursions on each islandSample itineraries for popular routes (e.g., Santorini-Mykonos-Naxos)

Day Trip & Excursion Focused Tours

Ideal for those based on one island but wanting to explore nearby ones. These tours focus on specific day trips, often by boat, to places like Delos from Mykonos or the smaller islands from Santorini.

Focus on single-day explorationsBoat or ferry transportOften include guided walks or site visitsGreat for adding an extra island to your stay

Themed Island Hopping Itineraries

These tours cater to specific interests, such as historical tours focusing on ancient sites, culinary tours sampling local produce, or adventure tours with hiking and water sports.

Focus on history, food, or adventureCurated activities aligned with themeMay include specialized guidesOffers a deeper dive into niche interests

What to Expect on Cyclades Island Hopping Tours

Duration

Tours range from single-day excursions (6-10 hours) to multi-day packages lasting from 3 days to over a week, depending on the number of islands and depth of exploration.

Weather

Expect warm, sunny weather from late spring through early autumn. Summers can be hot with strong Meltemi winds, especially in July and August. Pack accordingly.

Group Size

Group sizes vary. Day trips might be smaller, from 10-20 people, while multi-day packages can range from intimate groups of 8-15 to larger coach tours of 30-40 participants.

What's Typically Included

Ferry tickets between islands, guided tours of historical sites, some meals (depending on the tour), and accommodation for multi-day packages. Always check the specific inclusions.

Meeting Point

Meeting points are usually in the main port or town square of your starting island, or at your hotel for some multi-day packages. Detailed instructions are provided upon booking.

Additional Costs

Entrance fees to archaeological sites not specified in the itinerary, personal expenses, most meals, and optional activities are typically not included. Tipping guides and drivers is customary.

Expert Tips for the Best Experience

1

Book multi-day island hopping tours well in advance, especially for travel during peak season (June-August).

2

Consider the ferry schedules when choosing your islands; high-speed ferries are faster but can be more expensive.

3

Pack light, breathable clothing, comfortable walking shoes, sunscreen, a hat, and swimwear.

4

Learn a few basic Greek phrases; it's always appreciated by locals.

5

Be prepared for wind, especially if traveling in July or August. The Meltemi wind can be strong.

6

Check the cancellation policies of tours, as ferry schedules can sometimes be affected by weather.

7

While tours handle the main logistics, allow for some free time on each island to explore at your own pace.

8

Don't try to cram too many islands into a short trip. The Cyclades are best enjoyed at a more relaxed pace.

Frequently Asked Questions

Q:What is the best time of year for Cyclades island hopping tours?

A: The shoulder seasons, April-May and September-October, offer pleasant weather, fewer crowds, and often better prices for tours and accommodation. Summer (June-August) is popular for its heat and vibrant atmosphere but can be very busy and hot.

Q:Can I customize a Cyclades island hopping tour?

A: While many tours follow set itineraries, some operators offer customizable options, particularly for private bookings or multi-day packages. You might also be able to book a base tour and add optional excursions on each island.

Q:Are ferry tickets always included in island hopping tours?

A: For multi-day island hopping packages, ferry tickets between the main islands are usually included. Day trip excursions will cover the transport for that specific day. It’s always essential to check the tour details for what is explicitly included.

Q:What are the most popular islands for island hopping in the Cyclades?

A: Santorini and Mykonos are the most famous, known for their iconic beauty and nightlife. Naxos, Paros, Ios, and Milos are also very popular, offering a range of experiences from beautiful beaches to ancient history and charming villages.

Q:Do I need to book accommodation separately if I book a day tour?

A: No, if you're booking a day trip to another island, your accommodation on your base island is separate and not part of the day tour. Multi-day island hopping packages, however, typically include accommodation for the duration of the tour.

Q:What kind of walking is involved in these tours?

A: Expect a fair amount of walking, often on uneven surfaces, cobblestone streets, and stairs, especially in the charming, traditional villages. Comfortable footwear is a must for exploring the islands.

Q:How far in advance should I book a Cyclades island hopping tour?

A: For peak season (June-August), booking 3-6 months in advance is recommended to secure your preferred tours and availability. During the shoulder or off-season, you might find availability with less notice, but booking ahead is still wise.

Q:Are there tours for solo travelers in the Cyclades?

A: Yes, many island hopping tours are suitable for solo travelers. They offer a great way to meet other people and navigate the islands with ease. Smaller group tours can be particularly enjoyable for solo adventurers.

Don't Miss the Perfect Greece Experience

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Why Visit Greece?

Explore ancient wonders and sun-drenched islands for an unforgettable Mediterranean escape in Greece.

Discover authentic tavernas and charming villages dotting the Peloponnese peninsula's stunning coastline.

Experience world-class hospitality and enjoy delicious, fresh Mediterranean cuisine at budget-friendly prices.

Walk in the footsteps of philosophers and gods at iconic archaeological sites steeped in history.

Savor genuine local life with olive oil tastings and traditional music nights in Crete.

Greece offers a perfect blend of breathtaking landscapes, rich culture, and pure relaxation.

Best Time to Visit

Weather

Greece enjoys a Mediterranean climate characterized by hot, dry summers and mild, wet winters. Expect plenty of sunshine throughout the year, with coastal areas experiencing refreshing sea breezes.

Best Months

The shoulder seasons of April-May and September-October offer the most pleasant weather, with warm temperatures ideal for sightseeing and fewer crowds than in peak summer.

Peak Season

July and August are the hottest and busiest months, perfect for beach holidays and lively island life, though prices are highest and popular sites can be crowded.

Off Season

From November to March, Greece experiences cooler, wetter weather with fewer tourist amenities available, but it's a great time for cultural exploration and experiencing local life without the crowds.

Plan Your Greece Trip

Transportation Tips

Getting around Greece is an adventure in itself. For island hopping, ferries are essential, ranging from slow, scenic routes to fast catamarans. On the mainland, renting a car offers the most flexibility for exploring remote villages and archaeological sites; be prepared for winding roads. Public buses (KTEL) are reliable and connect most towns and villages affordably. Within cities like Athens, the metro system is efficient and covers major attractions. Taxis are readily available, but agree on a fare beforehand or ensure the meter is used. Domestic flights are also an option for longer distances, connecting major islands and cities quickly.

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Where to Stay

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