October 16-25
10 days / 9 nights

The Best of Italy: VIP Vatican access, world-famous cave dining, and Italy’s most breathtaking coastal villages of Puglia

Rome: Spend four days in the Eternal City, exploring VIP-access Vatican treasures, walking in the footsteps of gladiators at the Colosseum, and tossing a coin into Trevi Fountain at dawn before indulging in world-class cuisine.

Monopoli: Then, escape the crowds and uncover the best-kept secret of Italy—Puglia. Base yourself in the stunning seaside town of Monopoli, where you’ll sail through hidden sea caves, dine in a clifftop cave restaurant, explore UNESCO-listed villages, and walk among 1,000-year-old olive trees. From Matera’s ancient cave dwellings to Alberobello’s fairytale trulli, this is Italy beyond imagination.

History. Culture. Coastline. Cuisine. This is the Italy you’ve been waiting for.

Overall Trip Highlights

• VIP Vatican Experience – Step inside the Vatican Museums and Sistine Chapel before the crowds, witnessing Michelangelo’s masterpiece in near solitude.

• Walk in the Footsteps of Gladiators – Enter the Colosseum, where ancient Rome’s fiercest battles unfolded, and explore the Roman Forum’s legendary ruins.

• Trevi Fountain at Dawn – Beat the crowds and toss a coin into the most famous fountain in the world, ensuring your return to the Eternal City.

• Dine Inside a Seaside Cave – Indulge in an unforgettable meal at Grotta Palazzese, a world-renowned restaurant carved into the cliffs above the Adriatic.

• Sail the Crystal Waters of Polignano a Mare – Glide through hidden sea caves on a private boat, swim in turquoise waters, and toast with prosecco on deck.

• Step into a Fairytale in Alberobello – Wander through the UNESCO-listed trulli village, where whitewashed conical homes create one of Italy’s most magical landscapes.

• Explore the Ancient Cave City of Matera – Walk through 9,000-year-old dwellings, visit rock-hewn churches, and feel transported to another era in this UNESCO wonder.

• Olive Oil & Wine in the Heart of Puglia – Stroll through 1,000-year-old olive groves, taste award-winning oils, and sip regional wines at a historic masseria.

• The White City of Ostuni – Discover sun-drenched piazzas, secret courtyards, and breathtaking Adriatic views from this stunning hilltop town.

Day 1: Arrival in Rome – The Eternal City Welcomes You (Rome)

Your Italian adventure begins as you step off the plane in Rome, the heart of ancient civilization. A private transfer whisks you to your elegant accommodations, where you can relax before our welcome dinner. Enjoy a toast to new friendships and the unforgettable journey ahead. For those with energy to spare, an optional evening walk takes us to the stunning Church of St. Ignatius of Loyola, where magnificent frescoes create an illusionary ceiling—a perfect introduction to Rome’s artistic wonders.

Highlights:

• Seamless Arrival: Private airport transfer ensures a stress-free welcome to the Eternal City.

• Luxury Stay in the Heart of Rome: Check into an elegant boutique hotel, perfectly located for exploring the city. 5 minutes away from the Tivoli Fountain

• Authentic Italian Welcome Dinner: Savor Roman specialties and fine wine as you get to know your fellow travelers.

• Exclusive Evening Stroll: For those who want a first taste of Rome, visit The Church of St. Ignatius of Loyola—where breathtaking frescoes create an illusionary masterpiece on the ceiling, a hidden gem that most visitors miss.

• Unforgettable First Night: Soak in the sights and sounds of Rome at night, where the city’s rich history meets its vibrant present.

Overnight Location: Rome

Day 2: Rome’s Most Famous Icons – Trevi Fountain, Pantheon, Piazza Navona & More (Rome)

Rome is best experienced on foot, and today, we take a deep dive into its most breathtaking sights. Early risers can take a peaceful morning stroll just five minutes from the hotel to catch a magical first glimpse of the Trevi Fountain before the crowds arrive. Later, our expert guide leads us through the city’s most iconic landmarks, sharing fascinating stories that bring ancient ruins and baroque squares to life. Toss a coin into the Trevi Fountain, wander through the grand Piazza Navona, and stand beneath the Pantheon’s 2,000-year-old dome. After a leisurely lunch, we escape to the enchanting Villa Borghese, where masterpieces by Bernini and Caravaggio adorn the walls of a Renaissance villa. As the sun sets, we enjoy a relaxed dinner near the Spanish Steps, watching Rome transition into its mesmerizing nighttime glow.

Highlights

• Optional Early Morning Serenity at Trevi Fountain: A short 5 minute stroll from the hotel offers the perfect opportunity to see the fountain without the crowds—one of Rome’s most magical moments. (7 AM) Then back to the hotel for breakfast.

• Private Walking Tour Through Rome’s Iconic Landmarks: Feel the energy of the Eternal City as we explore the Trevi Fountain, Piazza Navona, Spanish Steps, and the Pantheon.

• Make a Wish at the Trevi Fountain: Toss a coin over your shoulder to ensure your return to Rome—one of the city’s most beloved traditions.

• Discover Renaissance and Baroque Art at Villa Borghese: Step into a world of artistic genius, featuring Bernini’s breathtaking sculptures and Caravaggio’s dramatic paintings.

• Sunset Dinner in a Timeless Piazza: Dine in a charming square near the Spanish Steps as golden light bathes the historic facades.

• The Perfect Roman Day: A balance of grand monuments, hidden artistic treasures, and moments of pure Italian indulgence.

Overnight Location: Rome

Day 3: Vatican Wonders & Rome’s Hidden Fortress – Sistine Chapel, St. Peter’s Basilica & Castel Sant’Angelo (Rome)

Rise before the city stirs for an exclusive early access tour of the Vatican Museums. Walk through grand halls lined with centuries of artistic mastery before arriving at the crown jewel—the Sistine Chapel—where Michelangelo’s breathtaking frescoes stretch overhead in divine brilliance. Step inside St. Peter’s Basilica, the spiritual heart of Catholicism, and marvel at its grandeur, from Bernini’s towering Baldachin to Michelangelo’s Pietà. After a well-deserved coffee break, we continue to Castel Sant’Angelo, a fortress that has stood guard over the city for centuries, offering sweeping panoramic views from its rooftop terrace. As evening falls, we explore Trastevere, Rome’s most charming neighborhood, where cobblestone streets and candlelit trattorias set the perfect stage for an unforgettable dinner.

Highlights:

• VIP Early Access to the Vatican Museums: Step inside before the crowds and experience the majesty of Michelangelo’s Sistine Chapel in near solitude.

• Explore St. Peter’s Basilica: Witness the artistic and spiritual wonders of the Vatican’s grandest church, including Bernini’s Baldachin and Michelangelo’s Pietà.

• Leisurely Afternoon Break: Enjoy a perfect espresso or aperitivo at a Roman café before the evening’s adventure.

• Dinner in Trastevere: Wander through one of Rome’s most enchanting districts, where ivy-draped buildings and hidden piazzas create the ultimate Italian atmosphere.

• History, Art & Romance: Today blends the grandeur of the Vatican with the medieval charm of Trastevere—two sides of Rome, both equally unforgettable.

Overnight Location: Rome

Day 4: Ancient Rome Comes to Life – Colosseum & Roman Forum (Rome)

Step back in time and walk in the footsteps of gladiators and emperors as we explore Ancient Rome’s most legendary landmarks. Our expert guide brings history to life as we enter the Colosseum, where roaring crowds once cheered epic battles. Next, we venture through the ruins of the Roman Forum, the beating heart of the empire, where political speeches echoed and markets bustled with life. After a well-deserved lunch break, we visit the Altar of the Fatherland and the Capitoline Museums, where priceless sculptures and Renaissance masterpieces await.

Highlights:

• Step Into the Colosseum: Feel the echoes of history as you stand in the arena where gladiators once fought for glory.

• Walk Through the Roman Forum: See the remains of grand temples, ancient markets, and political buildings where Rome’s greatest leaders once stood.

• Visit the Altar of the Fatherland & Capitoline Museums: Marvel at grand statues, stunning frescoes, and artifacts from Rome’s golden age.

• A Day of Timeless History: Walk the same paths as emperors and gladiators, uncovering the stories that shaped the ancient world.

Overnight Location: Rome

Day 5: Arrival in Monopoli & Seaside Welcome Aperitivo (Rome > Monopoli by Train)

Leave the grandeur of Rome behind as we take a scenic journey to Monopoli, a charming coastal town in the heart of Puglia. Upon arrival, settle into the stunning Don Ferrante – Dimore di Charme, an elegant boutique hotel nestled within Monopoli’s ancient walls. As the sun begins to set, our expert guide leads us on a leisurely evening stroll through Monopoli’s historic old town and picturesque port, revealing the town’s hidden gems and breathtaking sea views. We end the evening with an indulgent sunset aperitivo on a rooftop terrace, sipping local wines and enjoying Italian delicacies as the Adriatic sparkles below.

Highlights:

• Luxury Stay in Monopoli: Check into the elegant Don Ferrante, a boutique hotel set against the sea.
• Guided Evening Stroll: Wander through Monopoli’s charming old town and picturesque port at golden hour.
• Sunset Aperitivo: Enjoy a curated selection of local wines and Italian bites with breathtaking sea views.
• A Relaxed Introduction to Puglia: Settle into the region’s laid-back coastal beauty with an evening of indulgence.

Overnight Location: Monopoli

Day 6: Polignano a Mare & Grotta Palazzese – Coastal Wonders

Wake up to the sound of the sea and set off for Polignano a Mare, one of Italy’s most breathtaking coastal towns. Board a private catamaran tour to explore the town’s hidden sea caves, where turquoise waters meet dramatic limestone cliffs. Enjoy a refreshing swim before toasting with prosecco on board. After a guided walking tour through Polignano’s charming streets, head to the famous Grotta Palazzese, a world-renowned cave restaurant perched above the Adriatic. Enjoy a long, leisurely lunch inside this natural wonder before returning to Monopoli for a relaxed evening at leisure.

Highlights:

• Private Boat Tour of Polignano a Mare: Explore sea caves, sail on crystal-clear waters, and toast with prosecco on deck.

• Guided Stroll Through Polignano: Discover poetry-covered streets, dramatic cliffs, and hidden viewpoints.

• Dine Inside a Natural Wonder: Experience a once-in-a-lifetime meal at Grotta Palazzese, one of the world’s most stunning restaurants.

• Evening at Leisure: Enjoy Monopoli’s relaxed coastal atmosphere.

Overnight Location: Monopoli

Day 7: Matera – A Journey into the Prehistoric Past

Prepare to step into another world as we journey to Matera, one of the most beautiful cities in the world. This is Italy’s “City of Stone,” where thousands of ancient cave dwellings carve into the hills, forming a landscape so surreal it’s been used in Hollywood films. A guided walking tour takes us deep into the Sassi district, a UNESCO World Heritage Site where troglodyte homes, rock-hewn churches, and cobblestone alleys reveal a history that dates back over 9,000 years. Experience a traditional cave house, peek into an ancient rock church with frescoes still whispering stories of faith, and soak in the golden glow of this mesmerizing city. We cap the day with a panoramic lunch, where local flavors meet breathtaking views of the Sassi. You’ll leave Matera feeling as though you’ve traveled through time.

Highlights:

• Live History: Wander through 9,000-year-old cave dwellings in one of the world’s oldest cities.

• Explore an Authentic Cave House & Rock Church: Step into a piece of history untouched by time.

• Cinematic Beauty: Matera’s dramatic scenery has been featured in films like The Passion of the Christ and No Time to Die.

• Panoramic Lunch in a Timeless City: Savor traditional flavors while overlooking Matera’s mesmerizing landscape.

• The Ultimate Hidden Gem: Few tourists venture here—experience an untouched slice of ancient Italy.

Overnight Location: Monopoli

Day 8: Alberobello’s Trulli & Burrata-Making – A Fairytale Come to Life

Today, we dive into one of Italy’s most magical destinations—the UNESCO-listed town of Alberobello, famous for its storybook trulli houses. These cone-shaped white stone dwellings look like they belong in a fantasy novel, and we’ll have the chance to wander through labyrinthine alleyways, panoramic terraces, and artisan shops showcasing handmade Puglian treasures. But the magic doesn’t stop there! Next, we head to a traditional masseria (farm estate) where you’ll roll up your sleeves for a hands-on burrata and mozzarella-making experience. Get ready to stretch fresh curds into silky, creamy burrata, a Puglian delicacy that melts in your mouth. A farmhouse lunch follows, where we feast on house-made cheeses, rustic breads, and bold Puglian wines. It’s an experience that engages all your senses—sight, touch, taste, and smell!

Highlights:

• Step Into a Fairytale: Wander through Alberobello’s trulli village, a place unlike anywhere else in the world.

• Hidden Alleys & Rooftop Views: Discover secret corners, picturesque viewpoints, and artisan workshops.

• Make Your Own Burrata: A once-in-a-lifetime experience learning the art of fresh cheese-making from local experts.

• Farmhouse Feast: Enjoy a rustic lunch with homegrown ingredients and Puglian wine.

• A True Taste of Puglia: This is authentic, hands-on Italy—far from the typical tourist path.

Overnight Location: Monopoli

Day 9: Olive Oil, Wine & The White City of Ostuni – A Taste of Puglia’s Soul

Today, we explore Puglia’s liquid gold—olive oil—and visit one of the region’s most stunning whitewashed hilltop towns. We begin the day at a centuries-old olive estate, where ancient groves hold stories dating back over 1,000 years. Walk among twisted, gnarled olive trees, step inside a medieval underground oil press, and experience the rich, peppery flavors of Puglian olive oils in a guided tasting session. From there, we travel to Ostuni, the “White City,” a dazzling hilltop town with sweeping views over the Adriatic. A guided walking tour leads us through labyrinth-like alleyways, sun-drenched piazzas, and hidden terraces overlooking the sea. We cap the experience with a long, leisurely lunch at a panoramic restaurant, where fresh seafood, homemade pasta, and crisp white wines complete this unforgettable day.

Highlights:

• Olive Oil Like You’ve Never Tasted: Visit a historic olive farm, where the world’s finest oils are made.

• Walk Among 1,000-Year-Old Olive Trees: Learn the secrets of olive farming from local experts.

• Ostuni’s Whitewashed Beauty: Wander through cobblestone streets, hidden courtyards, and dramatic sea views.

• Lunch With a View: Savor fresh, regional specialties on a terrace overlooking the Puglian countryside.

• The Essence of Puglia: This day brings together history, tradition, and unforgettable flavors.

Overnight Location: Monopoli

Day 10: Departure & Final Espresso in Monopoli  (Depart from Bari International airport)

Enjoy one last leisurely morning in Monopoli, sipping espresso by the sea and taking in the charm of this coastal paradise. A private transfer will take you to Bari Airport, where you’ll depart with unforgettable memories of Rome’s grandeur and Puglia’s enchanting beauty.

Highlights:

• Final Seaside Espresso: A perfect way to say goodbye to Italy.

• Private Transfer to Bari Airport: A smooth departure after an unforgettable journey.

• A Farewell to Puglia: Reflect on days filled with history, beauty, and incredible flavors.

Accommodation Details

*Please note*

These accommodation photos are for the nights of October 20-25 in Monopoli, Italy. You will be paired in a same level room in Rome.

Luxury Single Occupancy in Monopoli

Below are Examples of the Room you will be placed in

*Please note that your Rome hotel room will be Deluxe Accommodations but will not have a fireplace or a living area.

Spacious Layout – Larger than standard rooms for added comfort.

Fireplace – Cozy, upscale ambiance in every suite.

Living Area – Sofa seating for a more apartment-like feel.

Price: $11,470

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Single Occupancy in Monopoli

Below are Examples of the Room you will be placed in

 Single Occupancy

Queen/King with Private Bath

Price: $9,998

This Room Type is Sold Out
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Double Occupancy Room 1 in Monopoli

Double Occupancy Twin Bed

Twin Sized Bed attached to Second Bedroom with Shared Bath
Solo room/shared bath in Monopoli – Shared room/bath in Rome

Price: $8,889

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Double Occupancy Room 2 in Monopoli

Double Occupancy Twin Bed Room 2

Twin Sized Bed in one bedroom room – Shared Bath

Price: $8,889

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