
Greek Island Hopping Itinerary 7 Days
Explore Greece with others in their 30s and 40s!
From: USD 1,789
8 Days
Trip Highlights
Cruise through crystalline waters
Stunning Santorini
White moonscapes at Sarakiniko
Explore charming white washed towns
Indico Travels' Specials
Greek island hopping with others in their 30s and 40s
Dinner with locals in Athens
Hike along Santorini's caldera
Enjoy free time on the islands
Do you dream of turquoise waters and whitewashed villages, the wind in your hair and glass of local wine in your hand? If you also would like a dash of culture to enrich your vacation, then this 8-day trip could be perfect for you. We're off to Greece to go island hopping!
Our small group tour of Greece starts in the capital of Ancient Greece, where we meet the locals over dinner. Then it’s time to hop on board the one-way boat to paradise: the Cyclades islands await! As always with Indico Travels, this shared Greece tour for solo travellers is designed especially for people in their 30s and 40s, so we've picked the top 4 islands for people your age. Milos will wow you with its stunning white rocks and moon-like landscapes. Set sail for Antiparos, where crystal clear water invites you for a dip. Fall in love with the charming alleys of Paros And escape the crowds on a beautiful coastal hike on the crown jewel of the Aegean Sea - Santorini.
This tour is a great mix because it gives you time and space to recharge your batteries and soak up some sun in beautiful surroundings, while also offering the company of your group during shared activities. Note that this trip is not guided, though you will be greeted by our representatives on each island and local guides will accompany you on some of the activities.
Click on the itinerary to find out more about our Greek islands group tour!
Why join a small group Greece tour?
Island hopping in Greece can be an organizational challenge - there are ferry timetables to consider, transportation to and from the ports.. A group tour means you just turn up with your bathing suit, and we’ll arrange the rest!
The Greek islands are not well-connected by public transport, so you need a car to get around many. By going on a group tour of the Greek islands, you benefit from your own transport and locals experts who take you to the best spots.
Santorini in particular is known as a romantic destination and there are lots of couples around. Enjoy the beautiful island in great company, even without a romantic partner. Also, Santorini offers absolutely stunning backdrops, so you and your new travel buddies can snap pictures of each other looking cute!
Did we mention how delicious Greek food is, and that by travelling in a group you can share all the Greek tapas (mezze)?




No dates selected
Day 1 • A warm Greek welcome



Walking tour with local
Dinner with Athenians
Welcome to vibrant Athens - a youthful city with a rich history.
In the afternoon, meet your fellow travelers and head off into town to explore with a local guide. Spot the Acropolis towering above the city! (If you arrive early, we can arrange a guided tour of it for you). Enjoy the street art and cute cafés on your stroll through town together.
Later, you're invited to dinner at the home of some Athenians! Enjoy your first taste of fresh Greek cuisine and meraki - Greek hospitality - while getting to know the locals and your group. Yamas (cheers)!
Meals included: Dinner
Transport: By Foot (1:30h)


Jason Inn Hotel
Type: Hotel
Category: Standard
Facilities:
Internet/Wifi
Air conditioning & private bathroom
Day 2 • First stop: Paros island!



Discover charming Naoussa town
Arrive on the islands!
Today you leave the main land for your first Greek island, peaceful Paros! Paros used to be known for its bright white marble that was extracted from local quarries. Today, it's a popular holiday destination.
Arrive around midday and take the afternoon to explore charming Naoussa, the hippest town on the island, on your own accord. Enjoy Naoussa's picturesque harbour and boutiques, or head straight to the beach to jump into the clear water. Or will the hotel pool tempt you?
Relax into your island adventure. We recommend you grab a table by the water for dinner and raise a toast to island life!
Meals included: Breakfast
Transport: Boat (4:00h), Public Taxi (0:30h)



Zoumis Studios
Type: Hotel
Category: Standard
Facilities:
Swimming Pool
Day 3 • Sailing through paradise



Boat trip around islands
Coasts of Paros & Antiparos
Swim in turquoise waters
Pack your sunscreen - you're going on a boat trip you won't forget! Hop on board a traditional kaiki boat and off we go, to discover the crystal clear waters of Paros and its smaller sister islands, Antiparos and Despotiko.
Relax on board while the captain steers you to some of the most beautiful swimming spots you'll ever see. Dive under to see fish, marvel at the rocky coastline and soak up some sun on board while enjoying tasty snacks. Lunch is a barbecue accompanied by local wine. Spend the whole day enjoying the Aegean Sea - this is what island holidays are about!
Meals included: Breakfast, Lunch
Transport: Boat (6:30h)



Zoumis Studios
Type: Hotel
Category: Standard
Facilities:
Swimming Pool
Day 4 • A taste of Paros



Wine & cheese tasting
Free morning by the beach
Feel free to have a lazy morning - you're on vacation! Head to the local beach to catch some sunrays or grab your co-travelers and explore some of the island together.
In the afternoon, meet the group to go to a local winery that has been run by the same family for over 100 years. Take a short tour of the winery and learn about its history. Moraitis grapes grow on 10 hectares of land on Paros, and they say you can taste the island in them. Try for yourselves as you sample some wines, accompanied by island cheeses.
With a taste of Paros in your mouth, catch a ferry to your next island in the evening: stunning Milos awaits!
(Please note that ferry times may change, in which case we would adjust the itinerary accordingly).
Meals included: Breakfast
Transport: By Foot (1:00h), Boat (1:30h), Public Taxi (0:30h)



Aeolis Hotel Milos
Facilities:
Internet/Wifi
Air conditioning & private bathroom
Day 5 • The best of Milos - and it really is the BEST!



Moon beach at Sarakiniko
Klima's colorful fishing huts
360 degree view from Plaka castle
Milos is a stunning all-rounder. The island is only 21km (15 miles) long, but offers the perfect combination of authenticity, charm and jaw-dropping beauty.
Today a local guide will take you to explore the dramatic moonscapes of Sarakiniko beach, with its white cliffs and blue water. Dare to jump into the sea? You'll see the cute and colourful fishing huts of Klima, as well as visit an ancient theatre that used to sit 8000 people. You'll find out more about Milos' rich history and the many peoples who influenced the island.
Later, you'll head to pretty Plaka, Milos' capital in the hills. Explore the picturesque alleyways and climb up to the castle ruins where you have a 360 degree view. Either take the group bus back to the hotel, or stay in Plaka to watch the sunset.
Meals included: Breakfast
Transport: Private Bus (3:00h), By Foot (2:00h)



Aeolis Hotel Milos
Facilities:
Internet/Wifi
Air conditioning & private bathroom
Day 6 • At leisure in paradise



Enjoy Milos
Spend the day at leisure on Milos. You may choose to book yourself onto a jaw-dropping boat tour to turquoise waters of Kleftiko and Tsigrado, or would you rather indulge in local delicacies at a taverna?
Fully relaxed, set sail for the arguably most popular island in the world in the late afternoon: Santorini! Here you'll spend your last couple of days enjoying the incredible views over the blue Aegean Sea.
(Please note that ferry times vary and you may arrive in Santorini earlier in the day and have spare time to explore there instead of Milos)
Meals included: Breakfast
Transport: Boat (2:00h), Public Taxi (0:30h)



New Haroula Hotel
Facilities:
Swimming Pool
Day 7 • Breathtaking views on Santorini



Caldera hike
Find your favorite sunset spot
Free time to explore Santorini
We bet you'll jump out of bed today! You won't want to miss a moment of daylight on the picture-book island of Santorini.
After breakfast, put on some trainers and take a self-guided hike along the coast to see the most beautiful views of the caldera. Walk at your own pace, as you'll probably want to stop for a million photos as the scenery changes from white cliff-side houses to rocks with flowers. You can walk all the way to Oia, the best known town on Santorini with the Instagran-famous blue domes.
Spend your day at leisure snapping photos of the island, and pick your favourite spot to experience Santorini's well-known sunset. Do you prefer to be amongst the crowds by Oia castle, or would you prefer a more peaceful setting in a rooftop bar with a view? We'll be happy to give you our special insiders recommendations for the best sunset spots!
Meals included: Breakfast
Transport: By Foot (4:00h)



New Haroula Hotel
Facilities:
Swimming Pool
Day 8 • Last day of your Greek adventure



Goodbye breakfast with a caldera view
Meet your group for a last hurrah: a goodbye breakfast with an unforgettable view!
Then you have time to check out the local shops and pick up some souvenirs for friends and family, or treat yourself to something cute.
If you're interested in spending more time on Santorini, we'll be happy to provide you with more tips for excursions.
When it's time to head home, you'll do so with a sun kissed glow, a sprinkle of sand in your suitcase and a head full of beautiful new memories. We look forward to taking you on your next adventure!
Meals included: Breakfast