As you finalize your packing in Harrisburg, head toward Newark Liberty International Airport or Dulles International Airport to begin your Mediterranean adventure. Spend the remainder of your morning navigating check-in and enjoying a pre-flight meal at the [United Club](https://www.google.com/search?q=United+Club+10-12+nights.+Live+in+Harrisburg+PA%2C+would+like+to+leave+from+harrisburg%2C+Newark%2C+Washington%2FBaltimore.+First+6+nights+in+Greece+between+Athens+and+Santorini.+Remainder+of+time+in+Italy+spending+time+in+Rome%2C+Almalfi+coast+at+Positano+official+site) before your afternoon departure.
Board your flight and settle in for a relaxing Transatlantic flight as the coast of North America fades behind you. Spend the afternoon hours relaxing in your Business Class cabin while enjoying a curated meal service before your overnight journey across the Atlantic Ocean.
As night falls, recline your lie-flat bed and cozy up with Saks Fifth Avenue bedding to maximize your rest while crossing the North Atlantic. Take a moment to track your progress on the interactive flight map before dimming the lights as you approach the European continent in anticipation of your Greek arrival.
After your overnight flight, touch down at Athens International Airport and meet your private driver for a smooth transfer into the heart of the historic capital. Arrive at your boutique hotel near Syntagma Square and drop off your luggage, taking a moment to appreciate the grandeur of the Hellenic Parliament building while enjoying a revitalizing Greek espresso at a nearby sidewalk café.
Wander through the lush, shaded paths of the National Garden to reach the marble Zappeion Hall and the colossal Temple of Olympian Zeus. Later, head toward the lively Monastiraki Square to explore the [Roman Agora](https://hhticket.gr/) and the eclectic shops of the Monastiraki Flea Market.
As twilight descends, head to a rooftop terrace at A for Athens for a signature cocktail while gazing at the beautifully illuminated Parthenon perched high above the city. Conclude your first night in Greece with a traditional mezze dinner in the vibrant Psirri neighborhood, where the soulful sounds of live Rebetiko music drift through the narrow, lamp-lit streets.
Begin your morning with an early ascent to the Acropolis to witness the sun illuminating the ivory columns of the Parthenon and the graceful caryatids of the Erechtheion. After exploring the ancient citadel and its views of the Odeon of Herodes Atticus, descend to the award-winning [Acropolis Museum](https://www.theacropolismuseum.gr/en) to view the original friezes and archaeological finds through its impressive glass-floored galleries. Conclude your morning walk passing the Theatre of Dionysus, the world's first theater, nestled at the foot of the hillside ruins.
Stroll into the charming labyrinth of the Plaka district, where you can lose yourself among bougainvillea-covered houses and discover the hidden, whitewashed alleyways of Anafiotika that mirror the architecture of the Cycladic islands. Afterward, marvel at the ancient marble tiers of the [Panathenaic Stadium](https://www.panathenaicstadium.gr/) before stopping for a late lunch at a traditional ouzeri along the bustling and picturesque Mnisikleous Street stairs.
Ride the Lycabettus Funicular to the peak of Mount Lycabettus for a panoramic sunset view that stretches across the city all the way to the Saronic Gulf. Afterward, descend into the chic neighborhood of Kolonaki for an elegant seafood dinner at Papadakis followed by world-class cocktails at the renowned The Clumsies.
Bid a fond farewell to the Greek capital as your private transfer whisks you to Athens International Airport for a scenic hopper flight across the sapphire waters of the Aegean Sea. Upon arrival at Santorini (Thira) International Airport, meet your driver for a dramatic ride toward the village of Oia, where you will check into your boutique cave hotel and experience your first breathtaking view of the volcanic Caldera.
Stroll through the village's narrow, winding paths to admire the iconic blue-domed Panagia Platsani Church and browse the eclectic collection at [Atlantis Books](https://atlantisbooks.org/). Afterward, descend the cliffside steps to the water's edge at Amoudi Bay to enjoy a lunch of fresh-caught seafood at Ammoudi Fish Tavern while watching traditional fishing boats bob in the turquoise Aegean.
As the sky transitions to hues of violet and gold, join the traditional gathering at the ruins of Oia Castle to watch the world-famous Santorini Sunset over the submerged volcanic crater. Following the spectacle, enjoy a refined candlelit dinner at Petra Restaurant, where you can toast to your arrival with a chilled glass of local Vinsanto dessert wine. End your first night on the island with a moonlit stroll past the iconic Oia Windmills as the village lights twinkle like stars against the dark horizon of the Cretan Sea.
After a slow morning in Oia, take a brief transfer to the island's capital of Fira to begin the legendary Fira-Oia Hike along the soaring volcanic rim. Follow the winding cobblestone paths through the whitewashed village of Imerovigli, pausing to photograph the dramatic silhouette of Skaros Rock jutting into the deep blue Santorini Caldera.
Continue your trek across the rugged volcanic terrain to reach the secluded Chapel of Saint Nicholas, which offers a peaceful vantage point over the vast Aegean Sea. After concluding the trail, head to the northern plains to enjoy a private tasting of crisp Assyrtiko wines at the renowned Sigalas Winery, nestled among the ancient vines of the volcanic estate.
As dusk settles over the island, take a short walk to the nearby traditional village of Finikia, known for its charming pastel-colored houses and quiet, narrow alleys. Indulge in an exquisite, locally-inspired dinner at Lefkes, where you can dine in a historic wine cellar or on a garden terrace. Wrap up your restful evening with a nightcap at Catch, enjoying the sophisticated atmosphere of its rooftop lounge as the cool night breeze carries the scent of wild sage from the surrounding hills.
Head to the south of the island to board a deluxe catamaran at Vlychada Port for a morning of sailing across the deep blue Aegean Sea. Your captain will navigate the rugged coastline to anchor near the striking iron-rich sands of Red Beach and the lighthouse-topped cliffs of Akrotiri for a refreshing swim in the volcanic waters. Enjoy the luxury of the sun-drenched deck as you pass the towering white limestone formations of White Beach while sipping on local refreshments.
Continue your voyage toward the center of the volcanic caldera to witness the steaming sulfuric vents of the Nea Kameni volcano. Dive into the warm, emerald-colored waters of the Palia Kameni Hot Springs for a natural spa experience before your crew serves a gourmet Mediterranean barbecue lunch on the deck as you drift near the peaceful shores of Therasia Island.
After returning to shore, journey to the island's highest village to wander the medieval labyrinth of the Pyrgos Kastelli as the sunset colors fade into twilight. Enjoy a sophisticated farewell dinner at Selene, where contemporary Greek cuisine highlights the unique flavors of Santorini's volcanic soil. Conclude your final Greek evening with a nightcap at Franco's Cafe, soaking in the panoramic views of the shimmering island lights before your departure for Italy.
Enjoy one last Greek breakfast overlooking the caldera before your private transfer takes you to Santorini (Thira) International Airport for your flight to Italy. Soar across the Mediterranean, catching final glimpses of the Cyclades Islands from above as you transition toward the historic Italian peninsula. Upon arrival at Leonardo da Vinci-Fiumicino Airport, meet your driver for a seamless luxury transfer into the heart of the Eternal City to check into your hotel near the iconically elegant Spanish Steps.
Stretch your legs after the morning's travel by strolling along the high-fashion boutiques of Via del Corso until you reach the magnificent Piazza del Popolo. Ascend the winding pathways to the Pincian Hill gardens for your first sweeping view of Rome's terracotta rooftops and the distant dome of St. Peter's Basilica. Spend the remainder of the afternoon wandering the verdant landscapes of the Villa Borghese park, perhaps stopping for a brief visit to the tranquil Temple of Aesculapius overlooking its small lake.
As night falls, make your way to the magnificent Trevi Fountain to toss a coin into its turquoise waters and admire the Baroque masterpiece under the evening lights. Continue your walk to the ancient Pantheon to see its massive dome against the dark sky before enjoying a classic Roman dinner of carbonara at Armando al Pantheon. End your first Roman night with a scoop of artisanal gelato while wandering through the lively, fountain-filled Piazza Navona.
Step back in time with an early skip-the-line tour of the mighty Colosseum, where you will explore the amphitheater's tiered seating and hear echoes of gladiator battles and ancient spectacles. Afterward, walk through the monumental Arch of Constantine to wander the sacred ruins of the Roman Forum, marveling at the columns of the Temple of Saturn. Conclude your historic journey by ascending the Palatine Hill to stroll through the remains of the Imperial Palaces while enjoying panoramic views over the ancient city center.
Experience the artistic transition from antiquity to the Renaissance at the Piazza del Campidoglio, where you can marvel at Michelangelo's geometric paving and the [Capitoline Museums](https://www.google.com/search?q=Capitoline+Museums+10-12+nights.+Live+in+Harrisburg+PA%2C+would+like+to+leave+from+harrisburg%2C+Newark%2C+Washington%2FBaltimore.+First+6+nights+in+Greece+between+Athens+and+Santorini.+Remainder+of+time+in+Italy+spending+time+in+Rome%2C+Almalfi+coast+at+Positano+official+site)' vast collection of ancient bronzes. Afterward, walk toward the massive white marble Victor Emmanuel II Monument to take in the sweeping views of the city from its panoramic elevator before wandering into the historic Jewish Ghetto for a snack of traditional carciofi alla giudia.
Spend your evening in the bohemian neighborhood of Monti, where you can relax by the fountain in the lively Piazza della Madonna dei Monti with a glass of local wine. Savor an authentic Roman dinner at La Taverna dei Fori Imperiali before taking a romantic stroll past the atmospheric, floodlit ruins of [Trajan's Market](https://www.google.com/search?q=Trajan%27s+Market+10-12+nights.+Live+in+Harrisburg+PA%2C+would+like+to+leave+from+harrisburg%2C+Newark%2C+Washington%2FBaltimore.+First+6+nights+in+Greece+between+Athens+and+Santorini.+Remainder+of+time+in+Italy+spending+time+in+Rome%2C+Almalfi+coast+at+Positano+official+site) and the towering Column of Trajan.
Crossing the Tiber early, begin your exploration of Vatican City with a skip-the-line entrance to the Vatican Museums, where you will marvel at the intricate Gallery of the Maps and terminal masterpieces within the Raphael Rooms. Conclude your morning in silent contemplation beneath Michelangelo's legendary ceiling in the Sistine Chapel before emerging into the sun-drenched St. Peter's Square to enter the monumental St. Peter's Basilica.
Stroll briefly from the Vatican walls toward the massive circular fortress of [Castel Sant'Angelo](https://www.google.com/search?q=Castel+Sant%27Angelo+10-12+nights.+Live+in+Harrisburg+PA%2C+would+like+to+leave+from+harrisburg%2C+Newark%2C+Washington%2FBaltimore.+First+6+nights+in+Greece+between+Athens+and+Santorini.+Remainder+of+time+in+Italy+spending+time+in+Rome%2C+Almalfi+coast+at+Positano+official+site) to admire the dramatic sculptures on the Ponte Sant'Angelo bridge crossing the Tiber River. Afterward, make the scenic ascent up the Janiculum Hill (Gianicolo) to experience the majestic Fontana dell'Acqua Paola and take in a stunning panoramic vista of the Roman skyline as the afternoon sun begins to dip.
Descend into the vine-covered, narrow alleys of Trastevere to enjoy the neighborhood's lively atmosphere and admire the shimmering 12th-century mosaics within the Basilica di Santa Maria in Trastevere. Indulge in a final authentic Roman feast at the acclaimed Da Enzo al 29 before ending your night with a signature cocktail at Freni e Frizioni, a vibrant social hub overlooking the historic Piazza Trilussa.
After savoring a final cappuccino near your Roman hotel, head to the bustling Roma Termini Station to board a sleek Frecciarossa high-speed train for a comfortable journey south. Relax in your premium seat as the city gives way to the fertile plains of the Campania region, catching your first glimpses of the shimmering Tyrrhenian Sea as you approach the coastal city of Salerno.
Meet your private driver in Salerno for a dramatic journey along the legendary Amalfi Drive, winding through the colorful coastal towns of Minori and Maiori. Upon arriving in the vertical paradise of Positano, settle into your room before exploring the steep, narrow pedestrian paths filled with artisanal boutiques selling Positano Fashion linen. Conclude your afternoon with a visit to the Church of Santa Maria Assunta to admire its iconic majolica-tiled dome and the ancient Byzantine Madonna icon housed within.
As the sun dips below the horizon, make your way down to the pebble shores of Spiaggia Grande to watch the village lights illuminate the cliffs like a vertical constellation. Enjoy a classic seafood dinner at the iconic Chez Black before ending your first night on the coast with a sophisticated lemon-infused cocktail at Franco's Bar, soaking in the unparalleled views of the Gulf of Salerno.
Start your Valentine's Day morning by descending to the Spiaggia Grande to board a private wooden gozzo boat for a scenic excursion along the jagged cliffs of the Amalfi Coast. Glide past the legendary Li Galli Islands, once thought to be the home of sirens, before exploring the turquoise waters of the Emerald Grotto in Conca dei Marini. Take in the panoramic views of the sun-drenched coastal villas as you make your way toward the historic harbor of Amalfi Town.
After exploring the historic center of Amalfi, take a short drive up to the hilltop village of Ravello to wander through the romantic cliffside gardens of Villa Cimbrone. Marvel at the marble busts lining the Infinity Terrace as you soak in the most famous panoramic views of the Tyrrhenian Sea before visiting the Moorish-style architecture of [Villa Rufolo](https://www.google.com/search?q=Villa+Rufolo+10-12+nights.+Live+in+Harrisburg+PA%2C+would+like+to+leave+from+harrisburg%2C+Newark%2C+Washington%2FBaltimore.+First+6+nights+in+Greece+between+Athens+and+Santorini.+Remainder+of+time+in+Italy+spending+time+in+Rome%2C+Almalfi+coast+at+Positano+official+site).
Celebrate your Valentine's evening back in Positano with a candlelit dinner at La Sponda, located within the iconic Le Sirenuse, where the atmosphere is magically illuminated by hundreds of flickering candles. Afterward, toast to your journey with a flight of local Limoncello at Aldo's Cocktail Bar while gazing at the moonlit Gulf of Salerno from the cliffside terrace.
Awaken to a final Mediterranean sunrise and enjoy a leisurely breakfast of fresh pastries on the panoramic terrace of Caffè Positano. Afterward, take a quiet walk along the scenic coastal path to explore the secluded Fornillo Beach, stopping to admire the intricate hand-painted pottery at Ceramica Assunta. This peaceful morning allows you to soak in the vertical beauty of the village one last time before beginning your packing for the journey home.
Continue your leisurely exploration of the village by wandering the length of Via Pasitea, the town's main artery, to shop for bespoke leather sandals at Artigianato Pasitea. Afterward, enjoy a long lunch overlooking the harbor at Ristorante Bruno, where you can toast to your incredible journey with a final glass of crisp Falanghina wine while the afternoon sun bathes the vertical town in golden light.
Conclude your grand Mediterranean tour with a final sunset aperitivo at Buca di Bacco as the sky glows over the marina before enjoying an intimate farewell dinner at the family-run Da Vincenzo. Spend your last night in Italy wandering through the twinkling lights of Piazza dei Mulini to reflect on your journey before returning to your villa to prepare for your morning transfer to Naples International Airport.