Italy is celebrated for its ancient history, Renaissance masterpieces, world-famous cuisine, and effortless sense of style. This journey invites travelers to experience the country’s art, culture, café life, coastal beauty, and warm hospitality while exploring some of its most iconic destinations. Join this unforgettable Italian escape, starting in Rome and traveling by high-speed train to Florence and Naples, with a day trip to Capri, from April 2–10, 2027.
9 Days
Specific Tour
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20 people
Your Italian adventure begins in the Eternal City. Guests arrive independently to Rome Fiumicino Airport (FCO) and will have a private transfer to the hotel. Welcome and enjoy the rest of the day at your leisure to start exploring the city.
Optional Experience:
Villa Borghese & Galleria Borghese visit (€49) — a refined introduction to Rome’s artistic treasures.
7pm - Welcome drink of prosecco (included).
8pm – Dinner (optional). Join the group for a pre-arranged dinner reservation at a great restaurant in Rome. It’s the perfect opportunity to continue getting to know your fellow travelers after the welcome drink.
Overnight in Rome
10am - Private 3-hour walking tour through the heart of Rome.
Discover some of the city’s most iconic landmarks including Piazza Venezia and Il Vittoriano, the extraordinary Pantheon, Piazza Navona, and the legendary Trevi Fountain.
Optional Upgrade:
An afternoon Colosseum experience (€88) to step inside one of the greatest monuments of the ancient world.
8pm – Dinner (optional). Join the group for a pre-arranged dinner reservation at a great restaurant in Rome.
Overnight in Rome
A morning to experience Rome however you wish — café culture, shopping, art, or simply soaking up the beauty of the Eternal City.
Optional Experience:
A guided visit to the Vatican Museums and the Sistine Chapel (€135), one of the most breathtaking artistic collections on Earth.
5pm – Trastevere Food Tour (included). Start the evening with sparkling wine, cheese, and cold cuts for aperitivo. Stop at a Trastevere institution for a spritz the way locals do. Sit down to enjoy two Roman pastas at one of Trastevere's most historic family-run restaurants. Finish with artisan gelato made on-site from fresh ingredients.
Overnight in Rome
After breakfast, travel north by high-speed train to Florence.
Once in Florence, a private transfer to the hotel.
After hotel check-in, enjoy free time to start exploring: savor a gelato, wander through charming piazzas, or enjoy a relaxed aperitivo in Piazzale Michelangelo.
8pm - Dinner (optional). Join the group for a pre-arranged dinner restaurant a great restaurant in Florence.
Overnight in Florence
After breakfast, enjoy a guided walking tour of Florence, where art and history meet around every corner.
Highlights include: Michelangelo’s David, the magnificent Duomo with Brunelleschi’s revolutionary dome, Giotto’s Bell Tower, Ghiberti’s famous Gates of Paradise, Piazza della Signoria and the iconic Ponte Vecchio
The afternoon is free to enjoy Florence at your own pace — perhaps visiting the Uffizi Gallery, strolling through the romantic Boboli Gardens, or indulging in some elegant Italian shopping.
8pm - Dinner (optional). Join the group for a pre-arranged dinner restaurant a great restaurant in Florence.
Overnight in Florence
After breakfast, continue south via high-speed train to Naples, the lively seaside city known for its rich culture, dramatic coastline, and — of course — the world capital of pizza.
Private transfer from the train station to the hotel.
After check-in, enjoy free time to relax or begin exploring this wonderfully vibrant city.
Optional Experience:
An afternoon visit to Pompeii (€75), the fascinating ancient Roman city preserved by the eruption of Mount Vesuvius.
8pm - Dinner (optional). Join the group for a pre-arranged dinner restaurant a great restaurant in Naples.
Overnight in Naples
Enjoy a private guided tour of Naples (3 hours) exploring the city’s charismatic historic center.
Highlights include: Spaccanapoli, the Duomo of San Gennaro, and the UNESCO-listed historic center filled with palazzos, churches, and colorful street life.
Later, free time to discover the city's vibrant atmosphere at your own pace.
8pm - Dinner (optional). Join the group for a pre-arranged dinner restaurant a great restaurant in Naples.
Overnight in Naples
After breakfast, take a hydrofoil to the glamorous island of Capri, celebrated since the early 20th century as one of Europe’s most iconic gay destinations.
A 2-hour boat tour around the island reveals Capri’s dramatic cliffs, turquoise waters, and hidden coves.
Later, enjoy free time to explore the island’s boutiques, cafés, and the stylish Piazzetta, the social heart of Capri.
8pm - Dinner (optional). Join the group for a pre-arranged dinner restaurant a great restaurant in Naples.
Overnight in Naples
This is the departure day after 9 awesome days together.
Check out of the hotel and if your travel plans allow, take the morning and afternoon to enjoy more of Naples on your own.
Transfers to the airport or train station from the hotel will take place depending on your departure time.
The price of the trip is €2,695 per person based on double occupancy in a 4-star hotel. Solo travelers can also get a private room for the same price, with no single supplement if they book before December 31, 2025.
For credit card payments, we charge a €59 processing fee per person to cover transaction processing fees. Or you can opt to use one of our no-fee payment methods below.
Venmo: no fee
Zelle: no fee
ACH Bank Transfer in USD: no fee
UK/EU/CAN Bank Transfer: no fee
Cancellation & Payment Policy
A 30% deposit of the total trip price is due at the time of confirmation. The remaining 70% balance is due 60 days before the trip start date.
Cancellation Policy
All prices are per person. Cancellation fees are based on the total trip price.
Click the 'Book Now' button at the top of this page. You'll be directed to a booking request form to add your contact information as well as the number of guests. Once you submit your booking request we'll get in touch with you via email to finalize your booking.
We don't like to place an age limit on the trip. But in saying that it's best suitable for ages 18+ and that guests are healthy and can get into the spirit of the trip. Our average age range is usually between mid-'30s and mid-'60s but we've also had younger and older on past trips. Our trips are also active and include many walking tours so it may not be suitable if you if you can't spend several hours on your feet, walking around the city and up and down hills.
Absolutely! Many guests on our trips are solo travelers so you won't be alone! Solo travelers who book early can also get a private room for the same price, with no single supplement.
Book by: January 31, 2026 - No single supplements!
Book by: February 28, 2026 - €100 single supplement
Book by: March 31, 2026 - €200 single supplement
If you have more questions, simply fill out this form with your information and questions and we'll get in touch with you.
The trip is open to any member or ally of the LGBT+ community. While the vast majority of our guests tend to be gay men, we're happy to welcome anyone who is friendly, welcoming and has an open mind.
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