Mediterranean in 14 Days: 3 Recommended 2-week Mediterranean Itineraries

The Mediterranean 14-day itinerary options
Not sure how to plan it out? Check out our 14-day Mediterranean itinerary suggestions below:
Itinerary #1: Greek Island Hopper


Overview | Activity | |
Day 1 | Arrive in Athens | Leisure |
Day 2 | Visit the Acropolis and wander Plaka | Sightseeing |
Day 3 | Take the ferry to Syros | Ferry ride |
Day 4 | Enjoy a coastal walk or spend the day at leisure | Exploration |
Day 5 | Relax before an evening ferry to Paros | Ferry ride |
Day 6 | Explore the island, relax on the beach or take a cooking class | Exploration |
Day 7 | Consider a cruise on a traditional Greek caique | Cruise |
Day 8 | Catch the ferry to Naxos | Ferry ride |
Day 9 | Explore the rugged interior of Naxos | Exploration |
Day 10 | Relax on Naxos or take a day trip to Delos and Mykonos | Sightseeing |
Day 11 | Ferry to Santorini and enjoy wine tasting | Wine tasting |
Day 12 | Cruise to an active volcano or soak up Santorini | Cruise |
Day 13 | Enjoy a walking tour to picturesque Oia | Walking exploration |
Day 14 | Wrap up the trip in Santorini |
One can easily spend 14 days in the Greek Isles. Spend a day or two exploring the ancient sites of Athens before setting out to explore some of the finest Greek islands. Move to low-key Syros, and enjoy the uncrowded beaches and get a feel for everyday life in the islands. To the south, Paros is home to postcard perfect villages and irresistible golden sand beaches. Next up, the capital of Naxos, Hora, has a stunning waterfront revealing its Venetian past. Head into the rugged interior and you’ll find traditional villages, citrus and olive groves. As the largest island in the Cyclades, you’ll find there’s ample coastline to explore and plenty of secluded beaches. Conclude your tour in Santorini, arguably the crown jewel of the islands—famed for its beautiful whitewashed villages dotted with blue domed churches that cling to the rugged hillsides. Dine in charming tavernas, sample the nightlife and keep your camera handy as there’s a stunning view at every turn. See all 14-day Greece packages.
Itinerary #2: Islands of Turkey & Greece


Overview | Activity | |
Day 1 | Say hello to Athens | Leisure |
Day 2 | Enjoy a half day trip of Athens, including the Acropolis | Sightseeing |
Day 3 | Take the ferry to Santorini | Ferry ride |
Day 4 | Relax on Santorini or visit the volcano | Exploration |
Day 5 | Catch the ferry to Mykonos | Ferry ride |
Day 6 | A day at leisure on Mykonos | Leisure |
Day 7 | Ferry to Samos and then onto Kusadasi, on the Turkish coast | Exploration |
Day 8 | Visit the Roman ruins at Ephesus | Sightseeing |
Day 9 | Head to the ancient city of Hierapolis and take a dip in the thermal pools | City sightseeing |
Day 10 | Follow the Silk Road to Konya | Road trip |
Day 11 | Explore the incredible landscapes of Cappadocia | City sightseeing |
Day 12 | Travel to Istanbul via Ankara | Road trip |
Day 13 | Tour Istanbul, including the Blue Mosque | City sightseeing |
Day 14 | Prepare for your flight back home in Istanbul |
Explore two very different cultures on this 14-day Mediterranean itinerary plan. Begin in bustling Athens. Marvel at the Parthenon and wander the lanes of Plaka before island hopping your way to Turkey. Your first island is Santorini, known around the world for its iconic whitewashed villages and blue domed churches. Onto Mykonos, with pumping party vibes and glam crowds, you’ll definitely want to sample the nightlife. Enjoy a final stop on Samos, before entering Turkey at the resort town of Kusadasi. Visit the Roman ruins at Ephesus, one of the best preserved ancient cities in the world and soak in the thermal pools at Hierapolis while marveling at Roman ruins. Follow the Silk Road deep into interior Turkey to visit Konya, home of the legendary Whirling Dervishes. In Cappadocia you will be awed by the distinctive ‘fairy chimneys’ that dot the landscape, cave dwellings and rock-hewn churches. Your final destination is Istanbul. Take in the views of the Bosphorus, visit the Blue Mosque and test your haggling mettle at the Grand Bazaar before heading home. See all Greece and Turkey holiday packages.
Itinerary #3: Montenegro, Greece and Albania


Overview | Activity | |
Day 1 | Welcome to Montenegro; your journey begins in Budva | City exploration |
Day 2 | Visit Kotor | City sightseeing |
Day 3 | Explore the medieval town of Old Bar | Exploration |
Day 4 | Visit the Orthodox monastery at Dajbabe | Sightseeing |
Day 5 | Enter Albania and overnight in Berat | Leisure |
Day 6 | Explore Berat’s UNESCO-listed town center | City sightseeing |
Day 7 | Continue to Gjirokaster and enjoy the views and the impressive fortress | Sightseeing |
Day 8 | Cross into Greece at Ioannina | Traveling |
Day 9 | Step into the Ioannina Fortress and Museum | Sightseeing |
Day 10 | Visit the archeological site at Dodni | Sightseeing |
Day 11 | Marvel at the impressive Byzantine monasteries in Meteora | Sightseeing |
Day 12 | Travel to the village of Loutra Ypatis | Exploration |
Day 13 | Explore the incredible ruins of Delphi | Exploration |
Day 14 | Visit Hosios Loukas monastery before finishing in Athens | Sightseeing |
Your 14-day Mediterranean adventure begins in beautiful Budva, Montenegro, a medieval gem with a red-roofed old town perched on the Adriatic. The theme of medieval coastal towns continues with stops at Kotor with its unique fjord, and Bar, with a charming old town and quiet beaches. Cross into Albania and overnight in Berat, a historical capital famed for its Ottoman resistance, it has a lively bazaar and charming historic center. Deep in central Albania, you’ll come to the mountain town of Berat. Admire the picturesque Ottoman houses clinging to the hillside and soak up the easy going atmosphere. Your final stop in Albania is Gjirokaster, known for its castle and unique Cold War bunkers. Cross into Greece at Ioannina, visiting the fortress and museum before discovering the remarkable cliff top monasteries of Meteora. Dive into ancient Greece at Delphi and explore the extensive ruins, one of the finest archeological sites in all of Greece. Your trip finishes in Athens, with a quick stop along the way at the UNESCO-listed Hosios Loukas monastery. See all 14-day Mediterranean tours.
Planning to spend 2 weeks to the Mediterranean?
If you are considering a multi-country or island-hopping trip in the Mediterranean for 2 weeks, you’ll need to think carefully about your transportation options and accommodation arrangement. If you want a hassle-free holiday experience, try one of our group tours in the Mediterranean. For those looking for some secluded time, we also offer solo vacations in the Mediterranean. If 2 weeks is too long, try spending 12 days in the Mediterranean. You can also see some of the Mediterranean in just 5 days.