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Custom, one-of-a-kind
Honeymoons to Italy
Bespoke Italian honeymoons to over 130+ destinations, access to locals-only dining & experiences, private tours & world-class accommodations
- Over 130+ Destinations
- Locals-only Experiences
- Personalized Itineraries
Some kind words
Our honeymoon clients
A truly personalized Italian honeymoon that you won't be able to stop talking about.
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"Thank you, thank you, thank you - the trip was fabulous! The plans were set up perfectly and everything went off like clockwork. The cooking class in Florence was an amazing, small-group group experience. The chefs were entertaining and really made the cooking a joy."
Robin and Michael C.
Rome, Florence, Venice
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"Our Italian honeymoon was one we'll remember for a lifetime. Every detail of our trip was perfect from the guided tours, to the free wine and champagne at every hotel. The restaurant recommendations were done with such care and thoughtfulness too. The trip was just perfect."
Rachel and Chase
Rome, Bologna, Florence, Venice
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"Trips2Italy planned the honeymoon of our dreams - it was truly everything we could have asked for and we can't imaging a better trip, or an easier planning experience. Our favorite excursions were the boat trip to Capri and the wine tasting in the Chianti region of Tuscany"
Allison & Joshua K.
Venice, Rome, Amalfi Coast
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"Bless you, Tommaso, for planning the honeymoon of a lifetime. We can't imagine a more perfect way to start our life together! From the beaches of Sorrento to the history of Rome and the streets of Florence, everything has been absolutely perfect! You all are the dream team!"
Charlie & James
Capri, Naples, Amalfi Coast
Every single detail
Planned to perfection
From flights and accommodations to one-of-a-kind experiences - we take care of every detail so you can relax, unwind, and enjoy
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Custom
Itineraries
Explore Italy your way with personalized, bespoke travel itineraries
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First-class
Accommodations
Exceptional lodging options when it's time to unwind & relax
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Incredible
Food & Wine
Indulge in the best regional cuisine & award-winning wines
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Local
Guided Tours
Intimately explore Italy's most renowned and iconic sites
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Effortless
Travel
Relax knowing flights and transportation are seamlessly coordinated
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Flexible
Planning
Effortlessly modify and customize your travel itinerary
Customized just for you by Italian travel experts
A fresh take on
Planning a honeymoon
Tell us what places and experiences would make your honeymoon to Italy perfect - we'll make it a reality.
Tell us How you want to experience Italy From must-sees and do's, to ideal locations and experiences. Every aspect of your itinerary is crafted just for you.
Receive Your personalized Italy vacation itinerary Built entirely for you with every detail covered, including flights, accommodations, experiences, and tours.
Experience The wonders of Italy like a local Your dream itinerary will be packed with one-of-a-kind experiences and "locals-only" recommendations.
Take your dream honeymoon to Italy
Just tell us your preferences and must-do's. Our Italian-born travel experts will take care of the rest.
For any occasion
Personalized romantic getaways
Whether you're planning a honeymoon, celebrating a milestone anniversary, or just finally ready to take that overdue trip.
For over 20 years
Exclusively crafting trips to Italy
We exclusively create personalized travel itineraries to Italy, and we'd be honored to do yours next.
130+
Unique Destinations
From the historic streets of Rome to the winding canals of Venice, we offer the most destinations in Italy.
8,444
Trips Booked
For 20 years, our team of Italy experts has helped people experience the real Italy and avoid the tourist traps.
24/7
Trip Support
Our in-house staff is on-call 24/7 for the duration of your trip, so you can relax and enjoy all the beauty of Italy.
Explore this custom crafted
14-day honeymoon itinerary
Personalized for a special couple who wanted stays in Rome, Florence, & Venice. Imagine what we could design for you
- Day 1
Rome
Your romantic adventure begins
As you step out of the airport, take a deep breath and let the magic of Italy snare your senses. After a ride to your lodging for the next few days, opt to unpack later and instead take advantage of the daylight and explore the city. A few landmarks of Rome you will not want to miss include the Borghese Gallery which is home to an extensive private collection of art from various time periods, the Basilica di Santa Maria Maggiore for gorgeous frescoes and mosaics, and the Piazza del Popolo for a taste of local culture. Spend the evening however you like, but begin it with dinner at a cozy Italian restaurant for a romantic candlelit dinner.
- Day 2
Rome
Lose yourself in the piazzas
Rome is large city filled with historic and architectural treasures that cannot hardly be seen in the space of one day, much less three. So today, explore the city at your leisure making sure to stop at the Fontana di Trevi, or Trevi Fountain, to witness one of the most beautiful fountains in Europe that features a number of stunning statues that give the fountain a regal touch. Next wander through Piazza Navona, a famous public square featured in many films including Dan Brown’s Angels & Demons which is fabulous for people watching. If time allows, be sure to visit the famous Spanish Steps adjacent to the Piazza di Spagna and take in the sunset at the majestic Vitoriano.
- Day 3
Rome
Explore St. Peter’s Basilica
Breakout your best clothes for today as you and your love will be visiting the Vatican. This religious complex sometimes referred to as one of the world’s smallest countries, is packed with internationally recognized art and history inside the walls of St. Peter’s Basilica, on St. Peter’s Square, and in the Vatican museums and Sistine Chapel. A visit to the Vatican is said by religious and nonreligious visitors alike to be a very moving experience. If you are visiting on a Wednesday when the Pope is in Rome, you may even be able to attend a Papal Audience at the Vatican. Traditionally the Pope appears to visitors and gives a Papal Blessing. This will certainly be a very special memory.
- Day 4
Rome
Trace the steps of gladiators at the colosseum
Today you will be visiting one of the most iconic symbols of Rome, the Roman Colosseum. This dramatic structure traces centuries back to the early Roman period. These ruins are still intact enough that to stand in the middle of the arena and picture a crowd going wild as a gladiator and his opponent step into the ring to battle for survival feels eerily realistic. A guided tour will also provide a visit to the underground Colosseum where you can virtually trace the steps of gladiators as they waited for their turn in the spotlight.
- Day 5
Rome
Hold on to your partner in the catacombs
For a truly unique view of Rome, visit the catacombs or underground burial sites that date as far back as the second century. Although only a handful are open to the public, an estimated sixty or more catacombs can be found in Rome and stretch hundreds of kilometers. Traveling these subterranean passageways is an adventure unlike any you’ve experienced here so far. Some of the more popular catacombs you may want to visit include San Sebastiano, Domitilla, Priscilla, and Sant’Agnese. This activity is both exciting and fascinating and gives you an excuse to hold on extra tight to your love.
- Day 6
Assisi
Enjoy a sunset dinner in rolling hills of Umbria
Your time in Rome has now drawn to a close, so say Addio to the city and look forward to your journey to Assisi. This picturesque town who is said to have been the hometown of St. Francis, sits atop the rolling hills of Umbria and is a United Nations Educational Scientific Cultural Organization (UNESCO) World Heritage Site. Once you have arrived in Assisi and have had time to deposit your luggage at your new place of lodging, consider a stroll through this ancient town’s historic city center. As darkness begins to blanket the city, find a lovely restaurant for dinner and toast to a new adventure in Assisi.
- Day 7
Assisi
Embark to medieval fortress from the 14th century
After a leisurely breakfast, set out to explore the medieval fortress of Rocca Maggiore and some of the local churches. Rocca Maggiore is a fourteenth century castle that stands tall at the very highest part of the city and offers stunning views of Assisi, Perugia and beyond. The area is also home to a number of historical churches that are worth a visit including the famous Basilica of St. Francis, Santa Maria Sopra Minerva, Santa Maria degli Angeli, Duomo di San Rufino, Chiesa Nuova, San Damiano, and the Basilica di Santa Chiara.
- Day 8
Florence
Be swept up by the charm of Florence
This morning you will leave Assisi behind and travel to the gorgeous city of Florence. This beautiful but large town in the heart of Tuscany is full of amazing architecture, art, and cuisine. Once you have checked in to your new living quarters, take a little time to tour some of the main sights of Florence including Florence Duomo, Ponte Vecchio, and Piazza della Signoria. End your day with an evening cooking class that is sure to reveal the secrets of fine Italian cuisine and finish with a spectacular glass of wine.
- Day 9
Florence
Marvel in great food and art
You may want to eat light if at all this morning for breakfast because first on the agenda for today is a food tour through some of Florence’s most charming neighborhoods. You and your sweetheart will indulge in authentic Italian appetizers, first and second courses, and even desserts. After all that food, a lengthy walk through the Accademia Gallery is in order. Here you will behold famous masterpieces by renowned artists including David which was sculpted by Michelangelo.
- Day 10
Florence
Tour San Gimignano finest winery
Today you will be leaving the busiest part of Florence for a day excursion to San Gimignano, a medieval town well known for being a UNESCO World Heritage Site and its production of Vernaccia di San Gimignano wine. For lunch, visit a Chianti winery and do the hard work of taste testing some of the finest Tuscan wines over a light but delicious Italian lunch. Then head to another medieval town, Siena, to take in fabulous architecture and visit the site of the famous Piazza Il Campo horse race.
- Day 11
Florence
Learn to cook, together
After a leisurely breakfast and morning, attend an Italian cooking class. Here you will learn about the importance of fresh and quality ingredients in creating mouthwatering homemade meals. Once you’ve covered the basics, you and your love will go with the class to tour a Florence market to learn how to identify the best picks for assembling your meal. Learning how to cook here is a fantastic way to bring a little bit of Florence home with you.
- Day 12
Venice
Unwind then explore the romance of Venice
Alas, this morning you will conclude your time in Florence to leave for your honeymoon’s final destination of Venice. Sometimes called the floating city, Venice is actually a series of islands separated by waterways and connected by bridges. Upon your arrival, simply take the day to explore the islands at leisure and stroll through this romantic city hand in hand.
- Day 13
Venice
An enchanting gondola ride awaits
Start your day with a visit to the beautiful St. Mark’s Basilica, one of the most visited churches in Venice. The church is sometimes nicknamed the Church of Gold because of the Byzantine glass mosaics that cover much of the inside and outside. After you’ve overcome the pleasant surprise of roughly eighty-five thousand square feet of mosaics inside the church, it is time for one of the most time honored traditions of Venice, a gondola ride. Sail through the canals of the city with your gondola operator providing a brief history of important landmarks and serenading you with a special Italian love song.
- Day 14
Venice
Voyage to the Venetian islands
Today is a day of choices between an excursion to the Venetian islands of Murano, Burano, and Torcello or an excursion to nearby Verona. A trip to Murano, Burano, and Torcello will yield glassblowing and lace making demonstrations that make fabulous trip souvenirs or even first anniversary presents to commemorate your honeymoon. The most popular highlight for an excursion to Verona is visiting the setting of Shakespeare’s renowned literary work, Romeo and Juliet. Immerse yourselves in the star crossed lovers’ story by touring Romeo’s house as well as Juliet’s house and tomb.
Get inspired
Explore our custom itineraries
Each trip we design is 100% custom-crafted, but you can use these itineraries to get you started and inspired
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