Instagrammable Italy & Greece
If you're dreaming of a vacation filled with Instagram-worthy shots, look no further. This itinerary across Greece and Italy combines some of the most picture-perfect destinations these two countries boast. Your quest for the best Instagram shots starts in Athens, the Cradle of Western Civilization, with its multitude of iconic landmarks, such as the Acropolis. Your next stop is no other than Santorini. With its one-of-a-kind caldera, blue-domed churches, and whitewashed buildings, Santorini is undoubtedly the most photogenic of all Greek Islands. Your journey ends in the almost unbearably beautiful Amalfi Coast, and more specifically, Sorrento with its lemon scents and gorgeous scenery.
One of our team members in Greece or Italy will be available to you leading up to and during your trip to answer any questions and arrange local services. You will receive access to your Guest Page, with its information on the best these two countries have to offer, including things to see and do, and other inside tips from restaurant recommendations to tipping advice. Upon request, we will provide you with an eSIM with data that you can use to reach your local JayWay contact (whom you will meet in person) throughout your trip. In all of our destinations, we offer a variety of memorable 3- to 5-star accommodation options, including boutique hotels and charming B&Bs. With our firsthand experience, we can ensure they are all clean, comfortable, and centrally located, with local ambiance.
Choose the month of travel, how many travelers and what star level accommodation you'd like to stay in, then get an instant price estimate.
Once you’ve done that you can request a tailor-made itinerary based on this by entering just a few more details.
Thank you!
Thank you for your interest in taking a trip based on this itinerary. One of our expert travel advisors will be in touch soon to start tailoring it precisely to your preferences.
Ooops!?
Something went wrong at our end, please try again in a moment.
What's Included
Here are all the services provided as part of your complete vacation package. See what every JayWay trip includes.
Please let us know if you'd like to upgrade any transfers or add any additional tours or excursions to your itinerary.
Athens
Santorini
Naples
Sorrento
package excludes:
- Flights from and to your home country.
- Tips for Tour Guides, Drivers and Local Reps.
- Meals (other than breakfast if included in room rate and meals listed as included in food tours and excursions, unless explicitly stated otherwise).
- Parking fees for your Rental Car (if you are booking one with us) unless otherwise indicated. Some hotels provide free parking facilities.
- Travel Insurance. See the insurance link on our website
A JayWay vacation is more than the sum of its parts. Our team work tirelessly to ensure your experience is memorable for all the right reasons. Your trip is personalized to maximize your enjoyment. You're taken care of every step of the way.
A Travel Advisor who speaks your language
We will make sure that all your requirements and interests are taken into account in preparing your itinerary.A totally tailored itinerary for your vacation
Your trip is customized for you by an experienced trip planner and an expert on the region.A choice of hand-picked hotels and excursions
We've personally inspected and tested all the hotels and local tour providers we work with to ensure quality.Detailed pre-trip preparation to make the most of every day
Your destination-based Tour Manager will be in touch by email and phone a month before you arrive to finalize timings.On-trip Concierge Service to smooth out any bumps in the road
Your tour manager is at your service throughout your journey. We'll provide a local SIM so you can stay connected.Personalized Guest Page to make sure you're not missing out
Packed with detailed information and recommendations curated by locals on the best things to do, see and eat.2 Nights in Athens
2 Nights in Athens
2 Nights in Athens
Although it's hard to not keep craning your head to take in the spectacle of the Acropolis at the center of town (especially when it's lit up at night), there's more to Athens than its dense concentration of ancient ruins. Athens is a center for contemporary art, with modern galleries sitting beside museums stuffed with art dating back millennia. This combination of the old and new is especially clear at the Odeon of Herodes Atticus, a spectacular open-air theater that has hosted concerts and plays for nearly 2,000 years. The city's culture is also reflected in its diverse food and drink, which combines traditional Greek favorites with influences from across the Mediterranean, and the world, as fitting Athens' deep history as a humming harbor hub. While Athens' variety is enough to keep you busy, from the hidden back alleys of the center, to the city's showy coast, the city works well as a base for day trips, whether down the coast, or to the Peloponnese. Head to oracular Delphi, or hunt for where Lord Byron's carved his name into the monumental Temple of Poseidon at the tip of Cape Sounion.
Although it's hard to not keep craning your head to take in the spectacle of the Acropolis at the center of town (especially when it's lit up at night), there's more to Athens than its dense concentration of ancient ruins. Athens is a center for contemporary art, with modern galleries sitting beside museums stuffed with art dating back millennia. This combination of the old and new is especially clear at the Odeon of Herodes Atticus, a spectacular open-air theater that has hosted concerts and plays for nearly 2,000 years. The city's culture is also reflected in its diverse food and drink, which combines traditional Greek favorites with influences from across the Mediterranean, and the world, as fitting Athens' deep history as a humming harbor hub. While Athens' variety is enough to keep you busy, from the hidden back alleys of the center, to the city's showy coast, the city works well as a base for day trips, whether down the coast, or to the Peloponnese. Head to oracular Delphi, or hunt for where Lord Byron's carved his name into the monumental Temple of Poseidon at the tip of Cape Sounion.
Day 1
Day 1 - Arrival in Athens
Upon your arrival in Athens, a driver will meet you and drive you to your centrally located accommodation. The drive takes about 45 minutes, depending on traffic.
Our representative will then meet with you to answer any questions you have and to get you settled for the rest of your trip.
Love at First Sight
Day 2
Day 2 - Your First Full Day in Athens
Delicious Athens Food Small Group Tour
Eat your way through Athens! Discover Greek flavors and their history, with a walk through some of the city’s most interesting neighborhoods, rarely visited by tourists. Taste olive oils, Greek cheeses, tsipouro drink, honey, souvlaki, tapenades, baklava, Greek coffee, sweets, and a variety of Greek tapas.
Mythology Acropolis Afternoon Small Group Tour
There's no better time to wander around the Acropolis than the afternoon when the morning crowds are long gone and the summer heat has eased. During this two-hour small group tour, you'll be shown around the most iconic landmark of Athens by a knowledgeable local guide.
Day 3
Day 3 - Traveling to Santorini by Airplane
From Athens to Santorini the best option will be to take a flight.
3 Nights in Santorini
3 Nights in Santorini
3 Nights in Santorini
“Intelligent adults come here and turn into infants,” Craig Walzer, owner of the Atlantis Bookstore. Santorini is every traveler's dream. The whitewashed houses and blue domed churches perched atop of soaring cliffs, the narrow cobblestone streets and unsurpassed views of crystal-clear blue waters -- these all greet you as you step foot on this fairytale land. Intertwining myth and reality, Santorini is every bit as beautiful as the countless postcards, magazine covers, and Instagram photos claim. The village of Oia is world-famous for its sunset, where thousands of spectators line up every evening to witness the magic as the sun bids farewell to the sky and the canvas lights up in fierce hues. Fortunately, the sunset can be enjoyed from much of the rest of this crescent-shaped island. Santorini is also home to Akrotiri, the Greek take on Pompeii. Inhabited since Neolithic times, this city was built up by the Minoans, a seafaring civilization that predated the ancient Greeks, only to be destroyed in the catastrophic eruption that shaped Santorini, which forms part of a massive volcanic caldera. Covered in ashes for millennia, Akrotiri is still being uncovered. We suggest visiting the neighboring center of the caldera, where you can enjoy hot springs, visit the volcanic crater, and enjoy stunning views of Santorini itself. Santorini’s unique ecology, climate and volcanic ash soil paved the way for a flourishing wine industry. Its indigenous varietals will make your stay even more enjoyable.
“Intelligent adults come here and turn into infants,” Craig Walzer, owner of the Atlantis Bookstore. Santorini is every traveler's dream. The whitewashed houses and blue domed churches perched atop of soaring cliffs, the narrow cobblestone streets and unsurpassed views of crystal-clear blue waters -- these all greet you as you step foot on this fairytale land. Intertwining myth and reality, Santorini is every bit as beautiful as the countless postcards, magazine covers, and Instagram photos claim. The village of Oia is world-famous for its sunset, where thousands of spectators line up every evening to witness the magic as the sun bids farewell to the sky and the canvas lights up in fierce hues. Fortunately, the sunset can be enjoyed from much of the rest of this crescent-shaped island. Santorini is also home to Akrotiri, the Greek take on Pompeii. Inhabited since Neolithic times, this city was built up by the Minoans, a seafaring civilization that predated the ancient Greeks, only to be destroyed in the catastrophic eruption that shaped Santorini, which forms part of a massive volcanic caldera. Covered in ashes for millennia, Akrotiri is still being uncovered. We suggest visiting the neighboring center of the caldera, where you can enjoy hot springs, visit the volcanic crater, and enjoy stunning views of Santorini itself. Santorini’s unique ecology, climate and volcanic ash soil paved the way for a flourishing wine industry. Its indigenous varietals will make your stay even more enjoyable.
Day 3
Day 3 - Arrival in Santorini
Upon arrival to Santorini airport, a driver will meet you and take you to your accommodation.
Blindingly White
Day 4
Day 4 - Your First Full Day in Santorini
Private Santorini Photo Shoot
Embark on an unforgettable photo shoot experience amidst the enchanting landscapes of Imerovigli, Fira, Oia, and Faros. Capture your special moments with a private 1.30-hour session, expert posing guidance, delivery of 60 professionally edited photos, and a raw photo collection—all delivered within 12-14 days.
Two Wineries with Sunset Picnic Group Tour
On this tour, you will explore Santorini's wine culture and visit two of the island's top wineries. You will get acquainted with the basic varieties, special aromas, and unique nuances of the island's wines at each winery. Your journey will unveil the life of local vintners, the vineyards shaped in circular "kouloura" formations, the traditional grape harvest carried on donkeys, grape crushing, the creation of grape must, and the intricate barrel aging process. Of course, you will indulge in guided wine tastings that reveal the tasting notes of these exceptional wines, thoughtfully paired with local snacks. The experience culminates in a sensory delight as you savor the distinguished flavors, expertly complemented by tapas to highlight their zest.
Day 5
Day 5 - Your Second Full Day in Santorini
Catamaran Premium Small Group Cruise
Santorini’s volcanic landscape is best explored from the water, so set sail on this top-rated catamaran cruise, which will bring you to the island’s best beaches, viewpoints, and even directly inside the caldera, with a small group of fellow travelers. Along the way, you'll soak in natural hot springs, swim and snorkel off the Red Beach, and take in views of nearby Cyclades islands. An open bar and buffet lunch served right onboard keep you refreshed and energized throughout the voyage.
Scenic Hikes from Shore to Springs
Consider hiking along our recommended 6.5-mile trail from Fira to Oia, passing through charming towns like Firostefani and Imerovigli. For a more challenging route, start from Pyrgos, traverse Santorini's highest point to ancient Thira, or opt for a boat tour from the Old Port to Nea Kameni's volcano, featuring a moderately challenging hike with stunning views. Don't miss the opportunity to relax in Palia Kameni's thermal hot springs before returning to Fira.
Day 6
Day 6 - Traveling to Sorrento by Airplane & Private Transfer, via Naples
From Santorini to Naples the best option will be to take a flight on a low-cost airline. On your day of departure, a driver will pick you up at your accommodation and bring you to the airport for your flight.
Day Stop in Naples
Day Stop in Naples
Day Stop in Naples
To call Naples rough around the edges would be quite the understatement. Yet amidst the chaos and beneath the grime is one of Italy's true gems. It's the third-largest city in the country, home to over three million people. An important port city for all the civilizations that have existed there, Naples is the original melting pot. Founded as Neapolis (literally "new city") by the Greeks in the 7th century B.C., Naples has many layers of history for you to discover.
To call Naples rough around the edges would be quite the understatement. Yet amidst the chaos and beneath the grime is one of Italy's true gems. It's the third-largest city in the country, home to over three million people. An important port city for all the civilizations that have existed there, Naples is the original melting pot. Founded as Neapolis (literally "new city") by the Greeks in the 7th century B.C., Naples has many layers of history for you to discover.
Day 6 - Day Stop in Naples
Day 6 - Day Stop in Naples
Upon your arrival at Naples Airport, a driver will be waiting for you. You're heading off around the Bay of Naples today, to Sorrento, on the western tip of the peninsula of the same name. The journey time is around an hour. Along the way, for an extra fee, we can arrange for a stop in Pompeii, or our recommendation, the much less crowded yet at least as interesting Herculaneum, part of the same UNESCO listing as Pompeii. A visit to the rim of the crater of Vesuvius is another option en route.
3 Nights in Sorrento
3 Nights in Sorrento
3 Nights in Sorrento
The genteel resort town of Sorrento on the southern end of the Bay of Naples is clearly designed for comfort. Complete with a solid portfolio of three to five star hotels, plenty of restaurants and gelaterias it's a typical slice of the Italian riviera. It makes for an easily accessible and affordable base for boat trips to Capri, a visit to Naples, Pompeii and Vesuvius or a jaunt to the other side of the Sorrentine peninsula to the Amalfi Coast. In Sorrento itself you'll enjoy all the advantages of a small town with a sizeable year-round population and a cosy Centro Storico packed with bars, antique shops, churches and grand old palazzos.
The genteel resort town of Sorrento on the southern end of the Bay of Naples is clearly designed for comfort. Complete with a solid portfolio of three to five star hotels, plenty of restaurants and gelaterias it's a typical slice of the Italian riviera. It makes for an easily accessible and affordable base for boat trips to Capri, a visit to Naples, Pompeii and Vesuvius or a jaunt to the other side of the Sorrentine peninsula to the Amalfi Coast. In Sorrento itself you'll enjoy all the advantages of a small town with a sizeable year-round population and a cosy Centro Storico packed with bars, antique shops, churches and grand old palazzos.
Day 6
Day 6 - Arrival in Sorrento
Your driver will bring you straight to your accommodation in Sorrento.
Sorrento Chill
You've made it to Amalfi coast! Once you're comfortably settled, head out of your hotel and enjoy Sorrento's Mediterranean charm. A nice stroll along the main promenade or Marina is a perfect way to stretch your legs and enjoy the spectacular views. Follow that by relaxing with an Italian-style aperitif at one of numerous bars, sample some locally-produced limoncello in one of the sops, or go to one of our favorite restaurants for a nice dinner. Or you can even do all of the above! No matter what you decide to do, we're sure you'll instantly fall in love with this angle of paradise.
Day 7
Day 7 - Your First Full Day in Sorrento
Small Group Boat Excursion to the Amalfi Coast
Today you'll be exploring the wonders of the Amalfi coast by boat. You'll meet your experienced skipper at the harbor and set out for this full-day tour. Along the way you'll have a chance to see some of the natural wonders of the area as well as interesting historical landmarks. There's simply no better way to get to know the fascinating geography and culture of this region of Italy. Be sure to bring your camera!
Kayak Group Tour in Positano From Sorrento
Take advantage of the opportunity to admire one of Europe's most beautiful coasts from an unusual angle in a fun and environmentally-friendly way: by kayak. On this three-hour tour, you'll set off from the shore of Positano in the morning, afternoon, or evening and explore the coast and hidden places inaccessibly by foot, led by an expert guide. You'll have the opportunity to swim in the crystal clear waters For those staying in Sorrento, transfers to and from Positano will be added for an extra fee.
Day 8
Day 8 - Your Second Full Day in Sorrento
Farm Experience with Tastings, Pizza Making and Limoncello Group Tour
Meeting point in Sorrento center at 8:30 am to be transferred to Schiazzano, a rural and small town near the city of Massa Lubrense surrounded by greenery.
During the day you will visit a characteristic farm with its wonderful lemon, orange and olive groves and where the owner will be pleased to show you all the cultivation and production techniques handed down from father to son; you will taste extra virgin oil, limoncello and different flavored oils.
The day continues with the discovery of one of our gastronomic treasure, you will see all the production phases of Mozzarella and Provolone del Monaco D.O.P. and taste this homemade product in different kinds (fior di latte, caciotta, ricotta and more) produced according the “KM 0” philosophy.
The last step will be a traditional pizzeria in the heart of the country.
You will attend the demonstration of the preparation of this delight and will eat our special Pizza Margherita.
The return is expected in early afternoon.
Pompeii and Mount Vesuvius Private Day Trip from Sorrento
Discover the wonders of Pompeii and Mount Vesuvius on this unforgettable day trip. Skip the long lines and explore the ancient ruins with an expert who brings history to life. Walk through the grand Forum, temples, and villas before ascending Mount Vesuvius for a breathtaking hike to the crater’s edge. Enjoy stunning views of the Gulf of Naples before a comfortable return to Sorrento—book now for an incredible experience!
Day 9
Day 9 - Departure Day
It's time to say a teary arrivederci to Sorrento. We will arrange for a driver to pick you up from your accommodation and take you to Naples airport for your departing flight.
Glowing Reviews from Our Guests
Average of our Guest's Ratings of tour packages including these destinations
I could not recommend this company enough. Everything was professional and seamless. We really felt like all of our needs were met and everything was thought of.
– Alyssa & Darren, New York
Visited : Italy
Itinerary : Rome, Sorrento, Naples, Taormina, Palermo
Rating :
10/10 would absolutely recommend and already have . Can’t wait to plan my next trip wi the jayway
– Amy & Jay, Texas
Visited : Greece
Itinerary : Athens, Santorini, Chania, Athens
Rating :
I have already told some friends that this was the first time we had an itinerary like this and that Jayway did an amazing job and we recommend them
– Marisa & Roger, Maryland
Visited : Greece
Itinerary : Athens, Santorini, Chania
Rating :