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16 Day Italy & Spain Private Tour

Tourist admiring panoramic view of historic Toledo, Spain with Alcázar and Tagus River in the background
Tourist holding Spanish flag in front of the Royal Palace of Madrid, Spain during a sightseeing tour on a sunny day
Woman visiting the Trevi Fountain in Rome, Italy on a private Italy tour

Explore Southern Europe With a Private Guide

Our 16 Day Italy & Spain itinerary takes you through some of Southern Europe’s best cities, coastal regions, food destinations, and cultural landmarks, beginning in Rome and ending in Madrid. The journey moves from Ancient Rome and the Amalfi Coast to Barcelona, Andalusia, and central Spain, with private boat trips, local food experiences, scenic coastal drives, historic neighborhoods, and guided sightseeing included throughout the route.

Throughout the journey, your private driver and guide will accompany you in a luxury Mercedes V-Class, making it easy to travel comfortably between cities, coastlines, and countryside regions across Italy and Spain. You’ll also stay in high-end hotels throughout the route, including stylish city hotels, coastal properties, and smaller luxury stays in some of the trip’s most characterful locations.

What’s Included?

Private driver and guide throughout the tour

 Mercedes V-Class transportation

 Domestic flight from Italy to Spain

 Private Capri boat tour

 Amalfi Coast touring

 Barcelona tapas tour

 Montserrat winery visit

 Valencia paella cooking class

 Alhambra guided tour

 Seville flamenco experience

 Flexible sightseeing pace

 Collection and airport transfers

 Restaurant and accommodation recommendations

Day 1: Rome Arrival & Historic Center

Pantheon and Fontana del Pantheon in Piazza della Rotonda, Rome, Italy with tourists in the historic square
Pantheon in Rome, Italy
  • Private arrival transfer
  • Piazza Navona
  • Pantheon area
  • Campo de’ Fiori
  • Evening walking tour
Day 1 description

After arriving in Rome, your private guide will meet you at the airport and transfer you into the city to begin your journey through Italy and Spain. Once checked into your accommodation, head out for an easy first afternoon exploring Rome’s historic center on foot.

After checking into your hotel, head out with your guide to explore some of Rome’s best-known neighborhoods around Piazza Navona, the Pantheon, and Campo de’ Fiori. Spend the afternoon walking through busy piazzas, smaller side streets, cafés, and local food spots while getting your first feel for the city before the main sightseeing starts over the next few days. 

The evening includes a guided walk through some of Rome’s busiest piazzas and historic streets before dinner in one of the city’s traditional restaurant neighborhoods.

Day 2: Colosseum & Vatican City

Colosseum in Rome Italy with tourists exploring the ancient Roman amphitheater under a bright blue sky
Colosseum, Italy
  • Colosseum guided tour
  • Roman Forum
  • St Peter’s Basilica
  • Vatican Museums
  • Trastevere dinner
Day 2 description

Begin the day in Ancient Rome with a guided visit to the Colosseum and the surrounding Roman Forum. Exploring with your private guide helps bring the history of gladiators, emperors, and public life to life while making the large archaeological areas easier to navigate.

Later in the afternoon, continue into Vatican City to visit St Peter’s Basilica and the Vatican Museums, including the Sistine Chapel.

Finish the evening in Trastevere, where smaller streets, bakeries, restaurants, and wine bars create a very different atmosphere from central Rome.

Day 3: Rome to Naples

Piazza del Plebiscito in Naples Italy with Basilica of San Francesco di Paola and lion statue on a sunny summer day
Piazza del Plebiscito, Italy
  • Naples historic center
  • Pizza tasting tour
  • Spaccanapoli
  • Local food markets
  • Seafront walking
Day 3 description

Leave Rome behind this morning and continue south toward Naples with your private driver. The journey takes around three hours, with time for coffee or scenic stops along the way if you would like to break up the drive.

After arriving in Naples, begin exploring the historic center around Spaccanapoli, where narrow streets, churches, food shops, and local markets fill the old city.

The afternoon includes a guided pizza tasting experience where you’ll try traditional Neapolitan pizza in the city where it was first created, before finishing the evening near the waterfront.

Day 4: Amalfi Coast Touring

Colorful cliffside houses and boats overlooking the Amalfi Coast in Positano, Italy
Positano, Italy
  • Positano
  • Amalfi
  • Ravello
  • Scenic coastal drives
  • Clifftop viewpoints
Day 4 description

Your private guide will take you along the Amalfi Coast this morning, following one of Italy’s most scenic coastal roads. The route winds past cliffs, beaches, terraces of lemon groves, and small seaside towns overlooking the Mediterranean.

Begin in Positano, where steep staircases, boutique shops, cafés, and beach areas spread across the hillside toward the water. After exploring the town for some time, continue onward to Amalfi for lunch near the waterfront and cathedral square.

Later in the afternoon, head uphill to Ravello, where gardens and panoramic terraces look out across the coastline, before returning to your accommodation for the evening.

Day 5: Capri Private Boat Tour

Marina with luxury yachts in Capri Island town near Naples, Italy, with colorful seaside buildings and scenic mountains in the background, popular Mediterranean travel destination
Capri, Italy
  • Private Capri boat trip
  • Blue Grotto area
  • Marina Piccola
  • Capri town
  • Island sightseeing
Day 5 description

Head out by private boat this morning for a full day exploring Capri and the surrounding coastline. Traveling around the island by boat allows you to see sea caves, rock formations, hidden coves, and smaller beaches that are difficult to reach by land.

The route passes the Faraglioni rock formations and the Blue Grotto before stopping near Marina Piccola for swimming and time by the water.

After arriving on the island itself, continue into Capri town, where boutique streets, cafés, gardens, and viewpoints overlook the coastline before returning by boat later in the afternoon.

Day 6: Sorrento Cooking Experience

Panoramic view of Sorrento town on the Amalfi Coast, Italy, showcasing the vibrant blue waters of the gulf, colorful architecture, and lush greenery.
Sorrento, Italy
  • Sorrento old town
  • Italian cooking class
  • Limoncello tasting
  • Coastal viewpoints
  • Marina Grande
Day 6 description

Spend the day around Sorrento with your private guide exploring the town and the surrounding coastline. Begin in the old town, where smaller streets lead between cafés, ceramic shops, and local food stores before continuing toward the waterfront around Marina Grande.

Later in the day, take part in a cooking class focused on traditional dishes from Southern Italy. You’ll prepare local recipes using ingredients from the Campania region before sitting down for dinner with local wine and limoncello served alongside the meal. 

The evening is left relaxed, so you can enjoy more time around Sorrento’s cafés and coastal viewpoints.

Day 7: Rome to Barcelona

Tourist enjoying panoramic view of Barcelona Spain skyline from viewpoint with Mediterranean Sea in background
Barcelona, Spain
  • Flight to Barcelona
  • Gothic Quarter
  • La Rambla
  • Tapas bars
  • Evening city walking
Day 7 description

Return to Rome this morning, as your driver drops you off at the airport for your flight to Barcelona. Your Spanish guide will meet you on arrival and transfer you to the city.

After checking into your accommodation, begin exploring Barcelona’s Gothic Quarter, where medieval streets, plazas, cafés, and smaller wine bars create a completely different atmosphere from Italy.

After exploring the Gothic Quarter, continue through La Rambla and nearby streets before stopping at a few local tapas bars for dinner and wine in the center of Barcelona. 

Day 8: Barcelona Highlights & Tapas Tour

Aerial view of La Sagrada Familia Basilica in Barcelona at sunrise, highlighting its intricate architecture amidst the bustling city landscape.
La Sagrada Familia, Barcelona, Spain.
  • Sagrada Família
  • Park Güell
  • Passeig de Gràcia
  • Tapas tour
  • Gaudí landmarks
Day 8 description

Begin the day with a guided visit to the Sagrada Família before continuing through more of Antoni Gaudí’s architecture across the city, including Passeig de Gràcia and Park Güell.

Barcelona feels very different from the historic cities earlier in the trip, combining Mediterranean beaches, modernist architecture, broad avenues, and busy local neighborhoods.

The evening includes a guided tapas tour stopping at traditional bars and smaller local restaurants to try regional dishes, cured meats, seafood, wine, and Catalan specialties.

Day 9: Montserrat & Penedès Wine Region

Panoramic view of Montserrat Monastery nestled in the rocky mountains of Catalonia, Spain, showcasing its unique architecture and scenic surroundings.
Montserrat Monastery, Spain
  • Montserrat monastery
  • Mountain railway
  • Penedès wineries
  • Wine tasting
  • Countryside touring
Day 9 description

Leave Barcelona behind for the day and head into the Catalonian countryside with your private guide. Begin at Montserrat, where the monastery sits high in the mountains surrounded by dramatic rock formations and panoramic views.

time exploring the monastery and mountain viewpoints, continue into the Penedès wine region where vineyard-covered landscapes replace the city scenery.

The afternoon includes winery visits and tastings focused on local wines and cava before returning to Barcelona later in the evening.

Day 10: Barcelona to Valencia

Tourists exploring the striking Gothic architecture of Valencia Cathedral, a historic landmark in Valencia, Spain under sunny skies.
Valencia Cathedral, Spain
  • Valencia Old Town
  • Central Market
  • Paella cooking class
  • City of Arts and Sciences
  • Beachfront dinner
Day 10 description

Your private driver will collect you from Barcelona this morning before continuing south to Valencia in your luxury vehicle. The drive follows Spain’s eastern coastline for much of the route, passing smaller beach towns, roadside restaurants, agricultural areas, and orange groves before arriving in Valencia later in the afternoon. 

After arriving in Valencia, explore the Old Town including the Central Market and surrounding historic streets, before continuing toward the City of Arts and Sciences district.

Later in the day, join a paella cooking class where local chefs will teach you how to prepare one of Spain’s most famous dishes using traditional Valencian ingredients and techniques.

Day 11: Valencia to Granada

Woman in a straw hat admiring the Alhambra from a scenic overlook in Granada, Andalusia, emphasizing the rich cultural heritage and stunning architecture of Spain.
Granada, Spain
  • Alhambra guided tour
  • Albaicín district
  • Moorish history
  • Granada viewpoints
  • Traditional tea houses
Day 11 description

Leave Valencia this morning and travel south with your private driver toward Granada. The route passes small towns, olive fields, mountain roads, and countryside villages before reaching Granada later in the afternoon. 

After arriving, visit the Alhambra with a local guide, exploring the palace complex, courtyards, gardens, and fortress areas while learning about Granada’s Moorish history.

Later in the afternoon, continue through the Albaicín district, where narrow hillside streets and whitewashed houses overlook the Alhambra across the valley.

Day 12: Granada to Seville

View of the ornate facade and towering Giralda of Sevilla Cathedral under a clear blue sky, framed by vibrant orange trees in Seville, Spain.
Sevilla Cathedral, Spain.
  • Mezquita
  • Seville Cathedral
  • Giralda Tower
  • Santa Cruz district
  • Flamenco show
  • Tapas dinner
Day 12 description

Leave Granada this morning and continue west toward Seville with your private driver and guide. Along the way, stop in Córdoba to explore the Mezquita, one of Spain’s most famous historic landmarks, before spending time walking through the old Jewish Quarter and stopping for lunch in the historic center, before continuing onward to Seville. 

After arriving in Seville, begin exploring around the Cathedral, Giralda Tower, and Santa Cruz district, where narrow streets and shaded courtyards create one of Spain’s most atmospheric city centers.

The evening includes a traditional flamenco performance followed by tapas in one of Seville’s local neighborhoods.

Day 13: White Villages & Olive Estates

Traveler admiring Puente Nuevo bridge and canyon views in Ronda Spain during a scenic private tour
Ronda, Spain
  • Ronda
  • White villages
  • Olive oil estate
  • Andalusian countryside
  • Mountain viewpoints
Day 13 description

Your private guide will take you out into the Andalusian countryside to explore some of Southern Spain’s whitewashed hill towns and rural landscapes.

Start in Ronda, where you’ll walk through the historic center, visit the famous bridge over the gorge, and stop at viewpoints looking across the surrounding countryside. After lunch, continue through smaller white villages in the Andalusian hills, passing olive farms and quiet local towns along the route. 

The afternoon includes a visit to a local olive oil estate where you’ll learn about traditional production methods and sample regional olive oils before returning to Seville later in the evening.

Day 14: Seville to Madrid

Panoramic view of the Royal Palace of Madrid, Spain, showcasing its majestic facade and ornate gates under a clear blue sky.
Royal Palace of Madrid, Spain
  • Royal Palace
  • Plaza Mayor
  • Mercado de San Miguel
  • Retiro Park
  • Madrid neighborhoods
Day 14 description

Travel north toward Madrid using Spain’s high-speed rail network before meeting your private guide on arrival.

Begin exploring around Plaza Mayor, the Royal Palace, and Mercado de San Miguel, where food stalls and local specialties give a good introduction to Madrid’s food culture.

Later in the afternoon, continue through different neighborhoods and Retiro Park before dinner in the city center.

Day 15: Toledo Day Trip

Panoramic view of Toledo, Spain featuring the historic Alcázar and Tagus River with medieval bridge
Toledo, Spain
  • Toledo historic center
  • Cathedral visit
  • Synagogue district
  • Medieval streets
  • Local marzipan tasting
Day 15 description

Leave Madrid behind for the day and head to Toledo with your private guide. Sitting above the Tagus River, Toledo combines Christian, Jewish, and Moorish history within its medieval streets and hilltop setting.

Walk through the historic center, visiting the cathedral, synagogue district, viewpoints, and smaller streets lined with local shops and cafés.

Before returning to Madrid, stop for a local marzipan tasting, one of Toledo’s best-known traditional specialties.

Day 16: Madrid Departure

  • Airport transfer
  • Historic center walking
  • Spanish cafés
  • Final sightseeing
  • Departure day
Day 16 description

Depending on your flight time, there may be time for breakfast or a short walk around Madrid before your private driver transfers you to the airport for departure. 

Your private guide will then transfer you to the airport, bringing your Italy and Spain journey to an end.

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