La Dolce Vita: A Dreamy 2-Week Honeymoon Itinerary in Italy

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Jenny DeLuca

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  • Italy

  • Arts & Culture

  • Couples Travel

  • Food & Wine

  • Romantic

  • Local Culture

  • Local Food

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Curator’s statement

If you're looking for the perfect honeymoon that's equal parts romantic, adventurous and culturally rich, then Italy is calling your name. Get ready to explore the rolling vineyards of Tuscany, the sun-soaked beaches of the Amalfi Coast, and the rich history of Rome. With delicious Italian cuisine, ancient ruins, picture-perfect villages, and plenty of opportunities to relax and unwind, this is the honeymoon you've been dreaming of. Pack your bags and get ready to fall in love with bella Italia!

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Where to stay

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Pieve Aldina

At this dreamy retreat in the Chianti countryside, guests can indulge in traditional Italian cuisine (locally sourced, of course), meander through rolling olive groves, do yoga amid birdsong and even take an art-history course.

Fora Perks
  • Complimentary experience.

  • Welcome note & amenities.

  • One-way airport transfer.

  • Breakfast daily.

  • Upgrade & extended check-in/out whenever possible.

Hotel Brunelleschi

Set in a restored Byzantine tower, this elegant features luxe rooms and two high-end restaurants in Florence.

Fora Perks
  • $100 food / beverage credit.

  • Breakfast daily.

  • Upgrade & extended check-in/out whenever possible.

Caruso, A Belmond Hotel, Amalfi Coast

Storybook Amalfi Coast views come to life at this 11th-century former palace perched above the sea.

Fora Perks
  • $100 food / beverage credit.

  • Breakfast daily.

  • Upgrade & extended check-in/out whenever possible.

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Day 1: Wine Tasting in Tuscany

Aerial view of a vineyard.

Tuscany

  • Wine Tasting in Vino Novile-Brunello - Discover the best of Tuscany with a private tour. Relax and enjoy the stunning scenery as you travel to some of the most beautiful towns in the area. Include a visit to the Vino Nobile-Brunello area, where you can taste some of the best wines in the region and learn about the wine-making process.

  • Tour Montalcino, Pienza, and Montepulciano - Visit the charming towns of Montalcino, Pienza, and Montepulciano in addition to wine tasting. These towns are known for their beautiful architecture, rich history, and stunning views. Explore the narrow streets, visit the local shops, and enjoy a delicious lunch at one of the many restaurants in the area.

  • Stay in Radda in Chianti at Pieve Aldina - Pieve Aldina offers a comfortable and genuine experience. Just a short walk from Radda in Chianti town center, the bed and breakfast boasts stunning views of the serene countryside. With the help of friendly staff, comfortable rooms, and a delicious breakfast, you can make the most of your Tuscan adventure.

Day 2: San Gimignano and Walking Tours

Inside of a building with many pillars.

Second Day in Tuscany

  • Explore San Gimignano - San Gimignano is a small town in Tuscany, Italy, famous for its well-preserved towers built by wealthy families in the 14th and 15th centuries. The town also boasts picturesque streets and shops selling local products such as wine, olive oil and saffron. You can visit historical churches and museums showcasing the region's cultural heritage. You can enjoy panoramic views of the surrounding countryside from the top of the town's towers, seeing vineyards, olive groves and hills.

  • Take a Walking Tour of Siena - Discover the rich history, art and Tuscan cuisine of Siena, Italy. Explore the beautiful historic center. Visit the Duomo di Siena, and enjoy the charming piazzas, elegant palaces and delicious local specialties like ribollita and pici. Siena is a must-visit for those interested in history, art and authentic Italian town experience.

  • Wine Tasting at Querceto di Castellina - After exploring Siena, take a private transfer to Querceto di Castellina. Here you'll have the chance to indulge in a unique wine tasting experience. You'll be able to tour the winery and learn about the wine-making process from the experts. The wine tasting will give you the opportunity to try some of the most exceptional wines, made with the finest grapes that the region has to offer.

  • Stay in Radda in Chianti - Head back to Pieve Aldina in Radda in Chianti for the night.

Day 3: From Tuscany to Florence

Painted ceiling inside a gallery.

Tuscany and Florence

  • Private Transfer to Florence Hotel and Walking Tour - Florence is a city steeped in history and culture. There's no better way to experience it than with a private guided walking tour. As you stroll through the charming streets and piazzas, your guide will regale you with tales of Florence's past. From the powerful Medici family to the iconic Duomo. With a private tour, you have the flexibility to customize your itinerary and focus on the sights that interest you most. Whether you're a history buff, an art lover or simply looking to soak up the atmosphere of this incredible city, a private guided walking tour is the perfect way to experience all that Florence has to offer.

  • I highly recommend stopping for the most delicious sandwiches on the freshest bread at Ino Panino for lunch.

  • Uffizi and Accademia Galleries - During your tour, take the opportunity to visit two of Florence's most famous galleries, the Uffizi and the Accademia. At the Uffizi, you'll be able to marvel at masterpieces by artists such as Botticelli, Michelangelo, and Leonardo da Vinci. At the Accademia, you'll be able to see Michelangelo's iconic sculpture of David up close.

  • Stay in Florence and Enjoy Dinner at La Buchetta - Come for the famous 'Bistecca alla Fiorentina' and stay for their variety of Tuscan and Italian wines. The Tagliatelle al cinghiale, a pasta with wild boar ragu, and Gnocchi Angeli e Demoni, homemade gnocchi with stracciatella cheese and crispy pork cheek are my must-try dishes.

Day 4: Cooking Classes and Relaxation

A stall of fruits and vegetables outside in a market.

Tuscany and Florence

  • The Cooking Touch - Take a private cooking class. The Cooking Touch offers private cooking classes with a seasoned chef who will guide you on selecting fresh ingredients at local shops and help you create a personalized, delicious meal. The experience ends with you and your chef enjoying the homemade lunch together. It's a unique and memorable experience suitable for all levels of cooking expertise.

  • Stroll Along the Ponte di Vecchio - The Ponte di Vecchio is a beautiful bridge that spans the Arno River in Florence, Italy. It is one of the most famous landmarks in the city, and for good reason. The bridge is lined with shops that sell everything from jewelry to art, and it has a rich history that dates back to the medieval period. As you stroll along the bridge, you'll be able to catch stunning views of Florence and the river. You may even be lucky enough to catch a glimpse of the sunset, which casts a warm glow over the city.

  • Enjoy a relaxed afternoon and evening in Florence.

Day 5: Leaning Tower of Pisa

Leaning tower during day time.

Tuscany and Florence

  • Visit the Famous Leaning Tower in Pisa - Before you leave Tuscany, you won't want to miss out on a day trip to Pisa and Lucca. Starting with a visit to the iconic Leaning Tower of Pisa. You'll have the opportunity to climb the tower and take in the views of the surrounding countryside.

  • Stroll the Medieval Walls of Lucca - After your visit to Pisa, head over to the charming city of Lucca for lunch. This medieval city is known for its historic architecture, lovely piazzas and delicious local cuisine. After lunch, you can take a guided tour of the city’s ancient walls. Wander on your own by foot or via bicycle to take in the stunning views of the city and the surrounding countryside.

  • Head back to Florence for the night.

Day 6: Pompeii and the Amalfi Coast

City buildings on a cliff at shore of a water body.

Amalfi Coast

  • Travel to the Amalfi Coast with a Stop in Pompeii for a Guided Tour - Take the Euro Train to Naples and a private transfer to Pompeii for a guided tour of the ancient city. Pompeii is one of the most fascinating archaeological sites in the world. Showcasing the remains of a once-thriving Roman city that was buried by the eruption of Mount Vesuvius in 79 AD. With a knowledgeable guide, you can explore the ruins and learn about the daily life of the ancient Romans who lived there.

  • Stay at the Belmond Hotel Caruso in Ravello - Make your way to the luxurious Belmond Hotel Caruso on the Amalfi Coast with a private transfer. Once you arrive, take in the stunning panoramic views of the sea while enjoying an early dinner at the Ristorante Belvedere. It is famed for its superb selection of fresh, local Mediterranean dishes. I would highly recommend the 5-course tasting menu to experience a delicious variety of dishes. Relax and unwind in the afternoon with the serene atmosphere.

Day 7: The Pathway of the Gods, Olive Oil Tasting and Limoncello

Olives on a tree.

Amalfi Coast

  • Hike the Pathway of the Gods - The Pathway of the Gods hiking trail provides breathtaking views of the Amalfi Coast and is known for its natural beauty. You'll have the chance to capture stunning photos and experience the charm of the Italian countryside. For less experienced hikers (like myself), it can be moderately difficult if you visit in the summer heat! Come prepared with water and comfortable walking shoes and expect a bit of rocky road at some points in the hike.

  • Partake in an olive oil tasting at Frantoio Gargiulo - Another must-visit spot is the Frantoio Gargiulo, a local olive oil producer. The family-owned business offers guided tours of their olive groves and presses. You can learn about the production process and even indulge in an olive oil tasting. You'll be able to taste the fresh olive oil on some delicious bread.

  • Visit Villa Beatrice, a limoncello distillery - Consider visiting Villa Beatrice, a limoncello distillery. Limoncello is a traditional lemon liqueur that is popular in Italy, and Villa Beatrice is a great place to learn about its production. You can take a tour of the distillery and sample some of their delicious limoncello. It's a great way to learn about the local culture and indulge in some tasty treats.

Day 8: Beach Day

Yellow beach umbrellas.

Amalfi Coast

  • Spend a day at the beach - Consider visiting one of the beaches along the beautiful coastline. If you're up for some adventure, you can explore some of the more secluded beaches along the coast. Some of the popular beaches include Spiaggia Grande in Positano, Marina Grande in Amalfi, and Fornillo Beach in Praiano. No matter which beach you choose, you're sure to have a memorable experience. Don't forget to bring plenty of sunscreen, a good book, and a sense of adventure!

  • Enjoy an Incredible Meal at the Michelin Star Ristorante Da Vincenzo in Positano - Ristorante Da Vincenzo is a Michelin-starred restaurant located in Positano, Italy. They offer a carefully curated selection of Italian dishes made with fresh and high-quality ingredients. They also have an extensive wine list and cozy interiors. The restaurant provides a special dining experience with a direct view of the town and coastline.

Day 9: Private Boat and Blue Grotto via Gozzo

White boat on blue water.

Capri

  • Take a private boat to Capri - Taking a private boat offers a unique perspective of the coastline, allowing for unobstructed views and proximity to landmarks like the Faraglioni rock formations. The island of Capri is a popular destination, with natural beauty and a glamorous atmosphere. Arriving by boat allows for a special experience, with views of cliffs and crystal-clear waters. Capri offers charming streets, shops, and beautiful beaches to explore.

  • Visit the Blue Grotto via Gozzo - A private boat to the island can be expensive, so taking the public ferry is a budget-friendly option. Once you've arrived on the island, make sure to take advantage of the crystal clear waters. Go on a classic Gozzo boat ride to explore the hidden coves and grottos. The Gozzo is a small wooden boat that has been used by fishermen for centuries. The boat ride is a unique experience that allows you to see Capri from a different perspective. No trip to Capri would be complete without a visit to the famous Blue Grotto. This natural sea cave is illuminated by a stunning blue light that reflects off the water.

  • Stay at Hotel Punta Tragara in Capri - Hotel Punta Tragara in Capri, Italy is a luxurious hotel with elegant rooms, an outdoor pool, and a spa. The Michelin-starred restaurant, Le Monzù, serves Italian cuisine with a modern twist, and the terrace provides stunning views of the sea and Faraglioni rock formations. The hotel is ideal for exploring Capri, including Capri town, the Blue Grotto, and boat tours, offering a luxurious and relaxing experience.

Day 10: Travel to Rome

Statues outside a building near fountain.

Rome

  • Travel from Capri to Rome via the Ferry and Euro Rail - Rome, the capital of Italy, is a city that is steeped in history and culture. It is a city that is known for its beautiful architecture, ancient ruins, and delicious food.

  • Walking Tour of Rome’s Landmarks - The Colosseum, Roman Forum, Pantheon, and Trevi Fountain are iconic landmarks in Rome that showcase the city's rich history. These sites offer visitors a glimpse into the grandeur and opulence of ancient Rome and are popular tourist destinations. The Pantheon is a marvel of ancient engineering. While the Trevi Fountain is a stunning work of art and a popular spot for tourists and locals alike. It is believed that throwing a coin into the fountain will ensure that you will return to Rome.

  • Stay at the Rocco Forte House, Piazza di Spagna - This elegant and sophisticated hotel is located in the heart of the city, just a short walk from some of Rome's most iconic places. The Rocco Forte House boasts beautifully appointed rooms that are designed with the utmost attention to detail and tastefully decorated with elegant furnishings. The hotel also features a rooftop terrace that offers stunning views of the city skyline, making it the perfect place to relax and unwind after a long day of sightseeing.

  • Try the Truffle-Themed Tasting Menu at the Ristorante Life - At Ristorante Life, you can indulge in a truffle-centric tasting menu that features some of the most delicious and fresh truffle dishes you can find. From truffle beef carpaccio to truffle risotto, the menu at Ristorante Life is sure to satisfy any truffle lover's cravings.

Day 11: Vatican City and the Spanish Steps

Stairs and a fountain in front of a building.

Rome

  • Explore Vatican City - Visiting the Vatican Museums and St. Peter's Basilica offers a one-of-a-kind experience of masterpieces by artists such as Michelangelo, Raphael and Leonardo da Vinci. The Sistine Chapel's ceiling frescoes by Michelangelo are a must-see. St. Peter's Basilica, one of the world's largest churches, features stunning architecture, sculptures, and paintings. It's a must-visit for any art lover or curious traveler.

  • Visit the Spanish Steps and Villa Borghese - The Spanish Steps in Rome are a popular attraction known for their beautiful architecture and stunning views of the city. Visitors often climb to the top to take in the sights before strolling down Via Condotti, a street known for high-end fashion boutiques. A visit to the Spanish Steps is a must-do activity in Rome.

  • The Villa Borghese gardens in Rome offer a peaceful retreat from the busy city. Featuring well-manicured lawns, fountains, sculptures and the impressive Galleria Borghese museum. Visitors can admire masterpieces by renowned artists like Bernini, Raphael, and Caravaggio, as well as remarkable sculptures like Apollo and Daphne. After exploring the museum, visitors can leisurely walk through the gardens, enjoy the Pincio Terrace views or take a romantic row boat ride on the lake.

  • Enjoy Some Gelato at Giolitti - Hopefully by this point in the trip you’ve been able to take in your fair share of gelato throughout Italy. Make sure to try out one of the 40 flavors at Giolitti after dinner or as a midday pick-me-up, I certainly won’t judge. It is a historic gelateria in Rome that has been around since 1890. They have classic flavors as well as some unique options like champagne. My personal favorite is the pistachio.

Day 12: Last Day in Rome

A grilled sandwich with green leaves and a half cherry tomato by its side.

Rome

  • Stroll through Trastevere and Eat Lunch at Cantina dei Papi - Trastevere is a charming neighborhood located in Rome, Italy. It is known for its narrow cobbled streets, colorful buildings, and lively nightlife. As you stroll through the area, you will come across plenty of artisan shops, restaurants, and bars.

    One of the must-visit places in Trastevere is Cantina dei Papi. This cozy sandwich shop is known for its mouth-watering sandwiches made with fresh ingredients. Whether you are a vegetarian or a meat lover, you will find a sandwich that suits your taste buds. If you like beef, I highly recommend trying the beef carpaccio sandwich. This sandwich is made with thinly sliced raw beef, arugula, Parmesan cheese, and a drizzle of olive oil. The flavors are perfectly balanced, and the textures are great.

    As you savor your sandwich, take a moment to appreciate the vibrant atmosphere of Trastevere. The locals are friendly, and the vibe is relaxed. It is the perfect place to end your trip to Italy and create memories that will last a lifetime.

Need to Know

For more travel tips, check out Fora Advisor Jonah Muyano’s guide, Things to Do in Amalfi, Italy.



Jenny DeLuca in a white shirt

Travel Advisor

Jenny DeLuca

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This guide is part of our ongoing series on travel to Italy.