10 days, 9 nights · Best for Honeymooners and couples seeking both countryside quiet and coastal beauty
Nine-Night Romantic Italy: Venice, Tuscany and the Amalfi Coast
Private transfers, curated hotels and guided days through three of Italy's most romantic regions.
You leave Venice at sunset with a boat to yourselves, follow stone walls up through a Tuscan vineyard, walk the Amalfi terraces hand in hand. This itinerary removes the friction from the essential Italy route so the two of you can focus on each other and the places that matter.
We arrange the private transfers, choose the hotels, schedule the guides and book the tables. You arrive in Venice in late afternoon. Your driver meets you at the airport and takes you by water taxi to a canal-side hotel. You have three days in the city. The pace is yours.
Your Adventure Starts Here
This is a starting point. Change the nights, choose the style of hotel, add the experiences you want. Your planner takes it from there.
Venice, Veneto
Venice
Three nights in the floating city
We book you into a four-star hotel along a quiet canal in Dorsoduro or near San Marco, depending on your preference for neighborhood calm or proximity to the basilica. Your room overlooks water. Breakfast is served in a courtyard or on a rooftop terrace. You are five minutes on foot from a vaporetto stop.
On your second morning a guide meets you at the hotel for a two-hour walk through the Rialto market, across the Accademia Bridge and into the sestieri where tourists thin out. We reserve a table one evening at a bacaro near the fish market. The rest of the time is yours to walk, ride the vaporetto, sit in campos and get lost.
Arranged for you: Private water taxi arrival and departure, three nights in a premium four-star canal-side hotel with breakfast, half-day private walking tour.
Your hotel
Styles, not names. We name the property once we know your dates and your party.
Interests in Venice
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Private gondola ride at sunset Day Trips · Half hour
Thirty-minute ride through the smaller canals as the city quiets and the light turns gold.
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Private glassblowing demonstration on Murano Day Trips · Half day
Watch a maestro shape molten glass in a working furnace, then visit the gallery.
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Private boat to Burano and Torcello Day Trips · Half day
Half-day trip to the lace island and the quietest corner of the lagoon with a mosaic cathedral.
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Cooking class in a Venetian kitchen Day Trips · Three hours
Three-hour hands-on lesson in cicchetti and risotto, then sit down to eat what you made.
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Ca’ Rezonico, the Doge’s Palace and St. Mark’s Basilica Shore Excursions · Tour in a DayImmerse yourself in the rich history and breathtaking beauty of Venice on this 5-hour tour, where you’ll explore iconic landmarks such as the Doge’s Palace, St. Mark’s Basilica, and Ca’ Rezzonico.
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Doge’s Palace and Gondola Ride Shore Excursions · Tour in a Day -
Murano and Burano Shore Excursions · Tour in a DayThis 4-hour tour gives you an up close and personal look at the stunning glass factories of Murano Island, as well as a tour of the brightly painted houses on Burano Island.
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San Giorgio, Murano Glass Factory and Gondola Ride Shore Excursions · Tour in a DayThis 5-hour tour allows you to explore a working Murano glass factory, takes you through stunning San Giorgio and lets you relax and unwind with a magical gondola ride through the canals of Venice.
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Tour Venice by Gondola Shore Excursions · Tour in a DayExperience Venice in the most iconic way, gliding through its enchanting canals aboard a traditional gondola.
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Venetian Costumes Tour Shore Excursions · Tour in a Day
Uncover Venice’s most elegant legacy, where master tailors, lavish fabrics, and palace-ready fashion shaped centuries of style.
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Venetian Lagoon Cruise Shore Excursions · Tour in a Day
See Venice the way it was meant to be seen, by water, gliding through the lagoon with postcard views at every turn.
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Venice and Jewish Ghetto Shore Excursions · Tour in a DayStep into Venice beyond the postcards. Discover the Jewish Ghetto’s living history, vibrant squares, and authentic neighborhood soul.
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Venice with Doge’s Palace and St. Mark’s Cathedral Shore Excursions · Tour in a DayFor travelers eager to experience Venice’s top sights, this 6-hour guided tour provides exclusive access to two of the city’s most iconic landmarks.
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Walking Tour of Venice Shore Excursions · Tour in a Day
Wander Venice’s legendary squares and secret lanes on a relaxed 4-hour walk filled with bridges, beauty, and unforgettable stories.
Day by day in Venice
Your driver meets you at Marco Polo Airport, walks you to the private water taxi and rides with you into the city. The boat follows the lagoon and turns into the canals. You pass under bridges, alongside palazzi, through light that bounces off water and stone. The boat pulls up to your hotel. You check in, drop your bags and walk out into Venice.
A guide meets you at your hotel mid-morning and leads you through Dorsoduro, across the Accademia Bridge to the Rialto market. You see the fish laid out on ice, the vegetable stalls, the shops that sell pasta by weight. The guide takes you into quieter sestieri, shows you a workshop where they carve forcole, explains how the city works. The walk ends near San Marco. The afternoon is yours.
You wake without an alarm. Breakfast is at the hotel. You take the vaporetto to Murano, walk the Giudecca waterfront, visit the Peggy Guggenheim Collection or simply sit in the Piazza San Francesco della Vigna and watch the light change. We have reserved a table for dinner at a bacaro near the fish market. You walk there as the sun sets over the Grand Canal.
Tuscany, Tuscany
Tuscany
Four countryside nights in villa or resort
A driver collects you from Venice and heads south through the Apennines to a countryside villa or resort in the Chianti hills between Florence and Siena. You check into a room with a terrace overlooking vineyards, cypress alleys and stone farmhouses. The property has a pool, gardens and a restaurant serving estate produce. Breakfast is served on the terrace. Hill towns lie twenty minutes in three directions.
We arrange one full private day in the Chianti with a driver and guide who take you to two family wineries for tastings and lunch. Another day your driver brings you to Siena for a private morning walk, then leaves you to explore on foot. The remaining days are yours for the pool, the hotel grounds, a walk through the vines or a short drive to San Gimignano.
Arranged for you: Private transfer from Venice to Tuscany, four nights in a countryside villa or premium four-star resort with breakfast and pool, private full-day Chianti wine tour, half-day private walking tour of Siena, private transfer to Amalfi Coast.
Your hotel
Styles, not names. We name the property once we know your dates and your party.
Interests in Tuscany
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Hot air balloon flight over the Chianti at sunrise Day Trips · Half day
One-hour flight above vineyards and castles, followed by a sparkling wine breakfast in the fields.
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Truffle hunting with a local hunter and his dog Day Trips · Half day
Morning walk in the woods near San Miniato, then lunch with shaved truffle over tagliatelle.
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Private cooking class at a countryside farmhouse Day Trips · Half day
Hands-on lesson in handmade pasta, ragù and cantucci, then a long lunch at the family table.
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Private guided visit to a Montalcino Brunello estate Day Trips · Half day
Extended tasting at a historic producer with a cellar tour and vineyard walk.
Day by day in Tuscany
Your driver picks you up at the Venice hotel mid-morning. The drive south takes you past Padua, through the Apennines and into Tuscany. You stop for lunch at a trattoria along the way. By late afternoon you arrive at the villa. You check in, walk the property and sit by the pool as the light softens over the vineyard. Dinner is at the hotel restaurant or in a nearby village.
A driver and guide collect you after breakfast and head into the Chianti hills. You visit two family estates, one making Chianti Classico from Sangiovese and the other a smaller organic producer. At each you walk the cellar, taste from barrel and bottle and hear the family story. Lunch is at a vineyard restaurant with pici, bistecca and vin santo. You return to the hotel in the late afternoon.
Your driver takes you to Siena. A guide meets you in the Piazza del Campo and leads a two-hour walk through the contrade, up to the Duomo and through the medieval lanes. The tour ends at a pasticceria. The guide leaves you. You have lunch, visit the Pinacoteca or simply sit in the campo. Your driver returns in the late afternoon to take you back to the villa.
You set the pace. Sleep in, have breakfast on the terrace, spend the morning by the pool. Walk the vineyard. Your driver is available if you want to visit San Gimignano, Volterra or a nearby ceramics town. We can arrange a reservation for lunch or you can stay at the villa and eat in the garden. The afternoon is for reading, resting and being still.
Amalfi Coast, Campania
Amalfi Coast
Two clifftop nights above the sea
A driver takes you from Tuscany to the Amalfi Coast, a journey that crosses the peninsula and drops you into a different climate. You check into a four-star hotel in Positano, Praiano or Amalfi with a terrace facing the sea. The hotel has a pool, a beach club or both. Breakfast is outside with a view of boats and lemon groves.
We arrange a private boat day to Capri with a captain who shows you the Blue Grotto, the Faraglioni and quiet coves for swimming. The boat drops you on the island for lunch. The other afternoon is for walking the coast path, sitting by the pool or taking the hotel shuttle down to the beach. We book dinner one night at a cliffside restaurant reached by a footpath.
Arranged for you: Private transfer from Tuscany to the Amalfi Coast, two nights in a premium four-star clifftop hotel with breakfast and sea views, private boat day to Capri, private transfer to Naples for departure.
Your hotel
Styles, not names. We name the property once we know your dates and your party.
Interests in Amalfi Coast
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Private boat tour along the entire Amalfi Coast Day Trips · Full day
Full-day cruise from Positano to Salerno with stops for swimming, lunch in a fishing village and coastal views.
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Guided hike on the Path of the Gods at sunset Day Trips · Half day
Three-hour walk from Agerola to Positano with a guide, descending through terraces as the sun sets.
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Private cooking class in a Ravello villa Day Trips · Half day
Hands-on lesson in scialatielli, melanzane and delizia al limone, then lunch on a terrace above the coast.
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Private visit to a buffalo mozzarella farm near Paestum Day Trips · Half day
See the production, taste mozzarella di bufala minutes after it is made, then visit the Greek temples.
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Amalfi Coast Drive Tour Guided Tours and Sightseeing · Tour in a DayEnjoy some of Italy's most charming coastal towns on this full day sightseeing driving tour!
Day by day in Amalfi Coast
Your driver collects you at the Tuscan villa after breakfast. The drive crosses the Apennines, passes Rome and reaches the coast by early afternoon. You stop at Pompeii for a two-hour private tour of the ruins with a licensed guide. By late afternoon you arrive at your hotel on the Amalfi Coast. You check in, walk out onto your terrace and see the sea below.
A captain meets you at the marina in the morning. The boat follows the coast, passes the Faraglioni and enters the Blue Grotto if the sea is calm. You swim in a quiet cove, then land on Capri for lunch at a trattoria above the marina. The afternoon is for walking the island or riding the boat back along the cliffs. You return to the hotel in the late afternoon.
Day 10
Departure from Naples
On your final morning your driver collects you at the hotel and takes you to Naples Capodichino Airport for your departure flight. The drive follows the coast, then climbs inland. You arrive two and a half hours before your flight. Your driver assists with luggage and sees you to the terminal.
Why plan with Trips 2 Italy?
Designed around you by Italian-born planners
Guides, drivers and boats for your party alone
Hand-selected hotels in every destination
Local English-speaking guides who know their city
Met at the airport, private transfers throughout
Testimonials
Hear from travelers who have planned Italy with us
They took the time to understand our preferences and designed an itinerary that was comfortable, personalized, and enjoyable. They offered thoughtful recommendations while never being pushy.
We missed our connecting flight in Munich. I had just got through customs and was looking up the number to call when Trips 2 Italy called me. They told me exactly what to do and they already knew what flight we had been rebooked on.
Ready to make it yours?
Send this itinerary to one of our Italy planners and we will tailor it to your travel dates, preferences and pace.
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Questions travelers ask
When is the best time to visit these three regions?
April through June and September through October offer the most comfortable weather and smaller crowds. Venice is warm and busy in July and August. The Amalfi Coast is best from late April through early October when hotels and boat operators are fully open. Tuscany is beautiful in any season, though November through March brings rain and shorter days. We adjust the itinerary and hotel selection based on your travel dates.
How do we get between Venice, Tuscany and the Amalfi Coast?
We arrange private drivers for all intercity transfers. The drive from Venice to Tuscany takes four to five hours with a lunch stop. The transfer from Tuscany to the Amalfi Coast takes five to six hours, and we include a two-hour stop at Pompeii with a private guide. The final transfer to Naples airport is about ninety minutes. All transfers are by sedan or van depending on your party size. We do not use trains or rental cars.
Can we extend the itinerary or add other regions?
Yes. We commonly add nights in Florence, extend the Amalfi Coast stay to include Ravello or add a stop in Rome. Some couples reduce Venice or Tuscany to add time on the islands or in Umbria. We can also arrange day trips from your base in Tuscany to Florence, Lucca or the Cinque Terre. Every itinerary is customized to your travel dates, pace and interests.
What kind of hotels do you book for a romantic trip?
We focus on four-star and five-star properties with the quietest rooms, best views and most romantic settings. In Venice that means a canal-side hotel in Dorsoduro or near San Marco. In Tuscany it is a countryside villa or resort with a pool and vineyard views. On the Amalfi Coast it is a clifftop hotel with a terrace facing the sea. We choose properties with excellent breakfast, attentive service and proximity to what you want to see. Upgrade options are available at every stop.
Do you arrange private tours or do we explore on our own?
We arrange both. In Venice and Siena we schedule private walking tours with licensed guides who show you the essential sights and the quieter corners. In the Chianti we arrange a full day with a driver and guide for winery visits. The private boat to Capri includes a captain but not a guide on the island. The rest of the time is yours to explore, relax by the pool or follow our recommendations. We never over-schedule a romantic itinerary.
How do you handle restaurant reservations and dining?
We make reservations at restaurants we know and trust, choosing places that match your preferences. In Venice we book a bacaro near the Rialto. In Tuscany we reserve a table at a vineyard restaurant on your Chianti day. On the Amalfi Coast we arrange one dinner at a cliffside spot reached by footpath. The other meals are left open so you can decide the day of, or we provide a list of recommendations you can call directly. Hotel breakfasts are always included.
What if we want to visit Florence during the Tuscany portion?
Your driver is available for a day trip to Florence from your countryside hotel. We can arrange a private morning walking tour of the Uffizi and the Duomo, then leave the afternoon open for shopping, lunch and exploring on your own. Some couples prefer to add a night in Florence instead, which we can build into the itinerary. We adjust the balance between city time and countryside time based on what you want to see.