Greece Tours for Experienced Travelers
The finest Greece tours for experienced travelers. We offer 110 carefully selected tours in Greece with 1,100 customer reviews. These premium experiences are designed for travelers who appreciate refined accommodations, expert guides, and thoughtfully crafted itineraries. Whether you prefer private tours, small group experiences, or luxury travel packages, our Greece tours for experienced travelers can be customized to match your preferences.
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Select from 115+ tours
Most popular Experienced Traveler Tours in Greece
Handpicked multiday tours in Greece for seasoned travelers — featuring in-depth experiences, cultural richness, and highly rated trips booked by like-minded travelers.
Curated by Canan Karaarslan
Greece travel expert at Bookmundi
Experience the magic of Greece from the saddle on the "Cycling in Greece" tour, a week-long journey through the Peloponnese’s storied landscapes. Starting and ending in Athens, this moderate-level bicycle tour is designed for experienced travelers eager to combine classical history with scenic rides. Pedal through olive groves, vineyards, and azure coastlines, stopping to explore ancient sites like Mycenae and the elegant town of Nafplio. Each day offers the chance to indulge in local cuisine at traditional tavernas and soak up Greek culture. The tour stands out for its blend of active exploration and cultural immersion, all made effortless with included accommodation, transport, and meals.
Physical Rating
moderate
Age Range
40-59 years
Tour Type
Group Tour
8 days
The delightful island of Evia is a real hidden treasure, close to Athens yet a world away with old stone paths connecting quaint mountain villages. This walkers’ paradise offers unique history and an authentic atmosphere as you walk past Roman quarries, aqueducts and Byzantine churches. In summer, there are plenty of opportunities for swimming at a deserted beach or a tucked-away cove, while traditional tavernas and waterfront ouzo-meze shops make eating and drinking here a wonderful experience.
Physical Rating
moderate
Age Range
40-59 years
Tour Type
Group Tour
8 days
Ever wondered what it’s like to wake up to the turquoise waters of the Cyclades? The "Sailing Greece - Santorini to Santorini" tour is designed for experienced travelers seeking a blend of moderate activity and pure relaxation. Over 10 days, you’ll cruise aboard a state-of-the-art 57 ft yacht, navigating the legendary islands of Ios, Mykonos, and Syros. Each day brings opportunities for hiking, snorkeling, and unwinding on sun-drenched decks.
Savor fresh seafood in taverna-lined harbors, explore ancient archaeological sites, and sample local ouzo for a true taste of Greece. This tour package stands out for its intimate island-hopping by luxury yacht, offering a unique perspective on the region’s beauty, culture, and cuisine.
Physical Rating
moderate
Age Range
40-59 years
Tour Type
Group Tour
10 days
Set sail through the sparkling Northern Cyclades with the "Sailing Greece - Mykonos to Athens" tour. Designed for experienced travelers, this eight-day moderate-activity journey whisks you from vibrant Mykonos to historic Athens via Syros and other enchanting islands. Enjoy the thrill of sailing on a top-tier 57 ft yacht, with plenty of time for hiking, snorkeling, or relaxing under the Grecian sun.
Guided by expert skippers, you’ll navigate deserted bays, explore archaeological wonders, and indulge in local seafood. This tour package’s standout feature is the balance of hands-on sailing experiences and cultural immersion, creating an unforgettable voyage across the Aegean.
Physical Rating
moderate
Age Range
40-59 years
Tour Type
Group Tour
8 days
Cruise through Greece’s dazzling Cyclades with the "Sailing Greece - Mykonos to Mykonos" tour package, a 10-day sailing adventure designed for experienced travelers seeking both relaxation and discovery. Set sail from Mykonos, exploring lesser-known gems like Syros and Ios alongside iconic Santorini. Whether you’re lounging on sun-kissed beaches, wandering age-old ruins, or sampling craft brews at a local microbrewery, every day is shaped by the whims of the wind and the expertise of your skipper aboard a modern 57 ft yacht. Witness the legendary windmills of Mykonos and bask in the awe-inspiring caldera views as you glide into Santorini. This sailing tour provides the perfect balance of leisure, exploration, and cultural highlights, all with the comfort of included accommodation, transport, meals, and a small group setting. The standout feature? The freedom to explore the Cyclades’ best spots at your own pace, guided by local insight and the ever-changing Aegean breeze.
Physical Rating
moderate
Age Range
40-59 years
Tour Type
Group Tour
10 days
Curious about the ultimate Greek island escape? The "Sailing Greece - Santorini to Mykonos" trip gives experienced travelers eight days of yachting bliss through Sifnos, Mykonos, and Santorini. Set sail on a cutting-edge 57 ft yacht, soaking up the sun as you explore archaeological treasures, hike scenic trails, and swim in crystal-clear waters.
This tour package’s USP lies in its seamless blend of adventure and leisure—each stop offers a mix of history, relaxation, and culinary delights. Perfect for those who appreciate the freedom of the open sea paired with the charm of Greece’s most celebrated islands.
Physical Rating
moderate
Age Range
40-59 years
Tour Type
Group Tour
8 days
Dreaming of island-hopping the Cyclades? The "Sailing Greece - Athens to Mykonos" tour is an eight-day moderate-activity adventure for experienced travelers seeking a mix of relaxation and discovery. Board a modern 57 ft yacht in Athens, sailing through Syros before arriving in glamorous Mykonos.
Unwind on deck in the Mediterranean sun, explore ancient ruins, or dive into local seafood at waterfront tavernas. With an experienced skipper steering you through hidden bays and famous sites alike, this tour package shines with its blend of hands-on sailing and authentic Greek charm.
Physical Rating
moderate
Age Range
40-59 years
Tour Type
Group Tour
8 days
Imagine stepping into a world where dramatic gorges and hidden beaches reveal themselves only to those willing to lace up their boots. The Hiking Crete: Gorges & Coastal Walks tour is a 7-day journey through Greece’s scenic southwest, starting and ending in Chania. Traverse the legendary Samaria Gorge, climb the White Mountains, and follow rugged trails to the coastal villages of Loutro and Agia Roumeli—places accessible only by foot or boat.
This hiking trip is a feast for the senses: marvel at panoramic vistas, savor authentic Greek cuisine, and share a home-cooked meal with a welcoming local family. With small group sizes, expert guides, and seamless logistics, every detail is designed to let you focus on the trek and the breathtaking landscapes.
The true USP: exclusive access to Crete’s wildest corners, blending exhilarating trekking with genuine cultural encounters. Perfect for adventurous travelers eager to experience Crete’s natural beauty and local hospitality up close.
Physical Rating
moderate
Age Range
40-59 years
Tour Type
Group Tour
7 days
Picture the dazzling Cyclades—white-washed villages, blue-domed churches, and the azure Aegean—on the "Walking on the Greek Islands" trip. Over eight days, experienced travelers are invited to join a small-group hiking adventure across Santorini, Naxos, and Paros, led by an expert local guide. Wander scenic trails through lush valleys, charming villages, and along sandy beaches, each step revealing another postcard-perfect vista. The tour starts and ends in Athens, providing an opportunity to extend your exploration of Greece’s historic capital. The USP here is the combination of relaxed hiking and deep local insight, ensuring you uncover both the scenic beauty and the authentic spirit of the Greek islands.
Physical Rating
moderate
Age Range
40-59 years
Tour Type
Group Tour
8 days
Experience the very best of Greece on this comprehensive 15-day tour, starting in Athens and culminating in the sun-kissed beauty of Santorini. Perfect for travelers eager to immerse themselves in both ancient history and modern culture, this guided small group journey visits iconic sites including Chania, Delphi, and the legendary Samariá Gorge.
From the must-see marvels of Athens to the picturesque villages of Crete and the stunning sunsets of Santorini, each day is packed with moments that bring Greece’s past and present into vivid focus. Along the way, you’ll enjoy personal encounters in remote Cretan communities and plenty of opportunities to explore historical landmarks at your own pace.
The true standout of this tour package is its expertly curated itinerary, pulling together highlights from best-selling trips to ensure you experience Greece’s timeless glory in all its richness. With accommodation, transport, meals, and local expertise included, every detail is designed for a seamless, unforgettable adventure.
Physical Rating
moderate
Age Range
40-59 years
Tour Type
Group Tour
15 days
See all Greece Experienced Traveler Tours
Greece Tour Types
Discover Greece tours in your way! Choose from group tours, private experiences, solo adventures, or guided and escorted tours.
10 Best Greece Experienced Traveler June Deals
Save on curated multiday Greece tours for seasoned travelers — rich in culture, insight, and highly reviewed experiences.
Dreaming of dazzling white villages, turquoise seas, and the timeless charm of the Greek islands? The "Cycladic Explorer: Athens – Mykonos – Santorini | 10 Days" tour brings those visions to life. Beginning and ending in Athens, this relaxed-paced trip is a feast for the eyes and soul, ideal for families, seniors, young adults, and seasoned explorers alike.
Start your journey in Athens, where ancient wonders await—wander the Acropolis, marvel at open-air museums, and soak up millennia of storied history. From the capital, set sail for the Cyclades, where Mykonos entices with its cobblestone streets, iconic windmills, and lively waterfronts. Santorini, with its cliffside homes and legendary sunsets, offers a romantic finale, inviting you to unwind on volcanic beaches and discover the island’s unique flavors and traditions.
This small group tour includes comfortable hotel stays, guided sightseeing, seamless transportation, and select meals, letting you focus on savoring each moment. With plenty of free time woven throughout, you’ll enjoy both curated experiences and the freedom to explore hidden corners at your own pace.
What sets this tour package apart is its balance between expert-led excursions and independent discovery—perfect for multigenerational groups or travelers seeking flexibility. The relaxed activity level ensures that everyone, from first-time visitors to repeat adventurers, can enjoy the highlights without rush.
Capture postcard-perfect moments among Mykonos’ arched facades and Santorini’s blue-domed churches, and relish the warmth of Greek hospitality. For those who crave both culture and coastal relaxation, this trip promises a quintessential Greek island experience, blending ancient history with contemporary charm.
10 days
Ever wondered what it’s like to wake up to the turquoise waters of the Cyclades? The "Sailing Greece - Santorini to Santorini" tour is designed for experienced travelers seeking a blend of moderate activity and pure relaxation. Over 10 days, you’ll cruise aboard a state-of-the-art 57 ft yacht, navigating the legendary islands of Ios, Mykonos, and Syros. Each day brings opportunities for hiking, snorkeling, and unwinding on sun-drenched decks.
Savor fresh seafood in taverna-lined harbors, explore ancient archaeological sites, and sample local ouzo for a true taste of Greece. This tour package stands out for its intimate island-hopping by luxury yacht, offering a unique perspective on the region’s beauty, culture, and cuisine.
10 days
Cruise through Greece’s dazzling Cyclades with the "Sailing Greece - Mykonos to Mykonos" tour package, a 10-day sailing adventure designed for experienced travelers seeking both relaxation and discovery. Set sail from Mykonos, exploring lesser-known gems like Syros and Ios alongside iconic Santorini. Whether you’re lounging on sun-kissed beaches, wandering age-old ruins, or sampling craft brews at a local microbrewery, every day is shaped by the whims of the wind and the expertise of your skipper aboard a modern 57 ft yacht. Witness the legendary windmills of Mykonos and bask in the awe-inspiring caldera views as you glide into Santorini. This sailing tour provides the perfect balance of leisure, exploration, and cultural highlights, all with the comfort of included accommodation, transport, meals, and a small group setting. The standout feature? The freedom to explore the Cyclades’ best spots at your own pace, guided by local insight and the ever-changing Aegean breeze.
10 days
Curious about the ultimate Greek island escape? The "Sailing Greece - Santorini to Mykonos" trip gives experienced travelers eight days of yachting bliss through Sifnos, Mykonos, and Santorini. Set sail on a cutting-edge 57 ft yacht, soaking up the sun as you explore archaeological treasures, hike scenic trails, and swim in crystal-clear waters.
This tour package’s USP lies in its seamless blend of adventure and leisure—each stop offers a mix of history, relaxation, and culinary delights. Perfect for those who appreciate the freedom of the open sea paired with the charm of Greece’s most celebrated islands.
8 days
Experience the magic of Greece from the saddle on the "Cycling in Greece" tour, a week-long journey through the Peloponnese’s storied landscapes. Starting and ending in Athens, this moderate-level bicycle tour is designed for experienced travelers eager to combine classical history with scenic rides. Pedal through olive groves, vineyards, and azure coastlines, stopping to explore ancient sites like Mycenae and the elegant town of Nafplio. Each day offers the chance to indulge in local cuisine at traditional tavernas and soak up Greek culture. The tour stands out for its blend of active exploration and cultural immersion, all made effortless with included accommodation, transport, and meals.
8 days
Experience the very best of Greece on this comprehensive 15-day tour, starting in Athens and culminating in the sun-kissed beauty of Santorini. Perfect for travelers eager to immerse themselves in both ancient history and modern culture, this guided small group journey visits iconic sites including Chania, Delphi, and the legendary Samariá Gorge.
From the must-see marvels of Athens to the picturesque villages of Crete and the stunning sunsets of Santorini, each day is packed with moments that bring Greece’s past and present into vivid focus. Along the way, you’ll enjoy personal encounters in remote Cretan communities and plenty of opportunities to explore historical landmarks at your own pace.
The true standout of this tour package is its expertly curated itinerary, pulling together highlights from best-selling trips to ensure you experience Greece’s timeless glory in all its richness. With accommodation, transport, meals, and local expertise included, every detail is designed for a seamless, unforgettable adventure.
15 days
Set sail through the sparkling Northern Cyclades with the "Sailing Greece - Mykonos to Athens" tour. Designed for experienced travelers, this eight-day moderate-activity journey whisks you from vibrant Mykonos to historic Athens via Syros and other enchanting islands. Enjoy the thrill of sailing on a top-tier 57 ft yacht, with plenty of time for hiking, snorkeling, or relaxing under the Grecian sun.
Guided by expert skippers, you’ll navigate deserted bays, explore archaeological wonders, and indulge in local seafood. This tour package’s standout feature is the balance of hands-on sailing experiences and cultural immersion, creating an unforgettable voyage across the Aegean.
8 days
Dreaming of island-hopping the Cyclades? The "Sailing Greece - Athens to Mykonos" tour is an eight-day moderate-activity adventure for experienced travelers seeking a mix of relaxation and discovery. Board a modern 57 ft yacht in Athens, sailing through Syros before arriving in glamorous Mykonos.
Unwind on deck in the Mediterranean sun, explore ancient ruins, or dive into local seafood at waterfront tavernas. With an experienced skipper steering you through hidden bays and famous sites alike, this tour package shines with its blend of hands-on sailing and authentic Greek charm.
8 days
Imagine gliding through the Aegean, surrounded by the southern Cyclades’ hidden gems and sapphire seas. The "Sailing Greece - Mykonos to Santorini" tour is a moderate-activity journey ideal for experienced travelers wanting to uncover Greece’s less-traveled islands. Over eight days, cruise on a modern 57 ft yacht, stopping in Mykonos, Santorini, and Naxos.
Between leisurely sightseeing, savor local food and wine, delve into ancient ruins, and relax on charming beaches. The USP here is exclusive access to quieter islands and authentic village life—making this tour package a sailing adventure to remember.
8 days
If your idea of paradise includes ancient ruins, panoramic ocean views, and mouth-watering cuisine, the "Greece: Athens and Walking in the Greek Islands" tour is designed for you. Over ten days, start in Athens with a deep dive into the city’s storied past before setting sail to Tinos and Naxos—lesser-known islands with blue skies and serene beaches.
Wander to hilltop castles, meander through charming villages, and embark on food tours and tastings that reveal the islands’ culinary secrets. Snorkel in sparkling Aegean coves, and let the peaceful pace of island life rejuvenate your spirit.
This tour’s unique highlight? An artful mix of guided history, scenic hikes, and authentic Greek flavors—all while avoiding crowds and connecting with local life. An idyllic getaway for those yearning to refresh mind, body, and soul.
10 days
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Top Greece Tour Activities for Experienced Traveler Tours
Select your ideal tour type — from cultural, religious historic sites tours to beach trips and walking tours, with meaningful depth and discovery.
Reviews of our Greece Experienced Traveler Tours
Our Experienced explorers reflect on their cultural journeys through Greece.
Anonymous | Traveled in June
The trip was great and our tour director Lisa was excellent. Because Greece is mountainous there is a lot of walking up hill and down again so it is not a trip suited for so some people.
Anonymous | Traveled in June
I thought the trip was wonderful! I enjoyed the history and hearing the mythology stories from George, our tour manager. He is very knowledgeable. Seeing the Acropolis and the Parthenon was certainly a highlight. Naxos Island was beautiful! Riding out to the small villages and seeing the countryside was also a memorable experience for me.
Anonymous | Traveled in June
Everything was wonderful. The staff,Chef and the guide were great. I didn’t care much about the long bus rides our driver was so safe and wonderful I really appreciated it with so timely stops.
Mollie W. | Traveled in June
It was perfect. It kept us busy but also allowed for personal time to do as we wanted. I loved the specialist at each location. I appreciated the small group that allowed for a personal touch. We could be as involved or private as we wanted.
Lawrence R. | Traveled in June
The Highlights of Greece with Island Explorer Tour offered a perfect blend of classical, ancient sites on the mainland of Greece, including magnificent Athens, plus the glorious, breathtaking beauty of the islands of Santorini and Mykonos! I want to go back! You'll absolutely love this tour! This was my third Costsaver Tour and I can't wait to schedule my next one!
Yaga | Traveled in June
It is extremely worthwhile in terms of affordability in the first leg of the balkan tour but the Greek Island becomes a bit more taxing on the restaurants they use and the optional tours.
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