Plantrip
Sign In
Home
Tools
Create Itinerary
Step-by-Step Builder
Packing List
Travel Expert
Trip Cost Estimator
Weather Expert
Deals
Guides
Pricing
About
About Plantrip
News
Partner Dispatches
Help
Travel Glossary
Sign In
Home
14-Day Italian Getaway: Discovering Florence, Sorrento and Beyond
Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version
Get new itinerary
Initializing...
0%
Cancel
Step 1 Outline Preview:
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email
14-Day Italian Getaway: Discovering Florence, Sorrento and Beyond
Viewed by 156 travelers
Save This Itinerary
Share
Day 1: Travel to Rome
New York, USA to Rome, Italy on May 21, 2025
8:00 PM
Flight to Rome
Depart from New York City (JFK) on an overnight flight to Rome. Enjoy in-flight entertainment and rest before your Italian adventure.
USD700, Approx 8 hours
Find Hotels in New York
Day 2: Explore Florence
Florence, Italy on May 22, 2025
10:00 AM
Check into Hotel Art Firenze
Your four-star hotel located near the Uffizi Gallery offers comfortable accommodation for four adults.
EUR400, 1 hour
11:30 AM
Visit the Uffizi Gallery
One of the most famous art museums in the world, showcasing masterpieces from Da Vinci and Michelangelo.
EUR20, 2 hours
1:30 PM
Lunch at Mercato Central
A vibrant market with plenty of food stalls offering local ingredients and traditional Italian dishes.
EUR30, 1 hour
2:30 PM
Stroll across Ponte Vecchio
This iconic bridge lined with jewelry shops offers stunning views of the Arno River.
Free, 1 hour
4:00 PM
Visit Duomo Cathedral
Climb to the top for a breathtaking view over Florence and explore this architectural marvel.
EUR15, 2 hours
7:00 PM
Dinner at Trattoria Mario
Enjoy traditional Florentine ribollita or Bistecca alla Fiorentina in this local favorite.
EUR60, 1.5 hours
Find Hotels in Florence
Day 3: Art and Culture in Florence
Florence, Italy on May 23, 2025
9:00 AM
Breakfast at Caffè Gilli
Try a classic Italian breakfast of cornettos and cappuccino at this historic café.
EUR12, 1 hour
10:30 AM
Visit Accademia Gallery
Home of Michelangelo's David, a must-see for art enthusiasts.
EUR12, 1.5 hours
1:00 PM
Lunch at Osteria Vini e Vecchi Sapori
A cozy spot serving hearty pasta dishes made from family recipes.
EUR40, 1.5 hours
3:00 PM
Explore the Boboli Gardens
A stunning park filled with sculptures, fountains, and beautifully manicured gardens.
EUR10, 2 hours
5:30 PM
Enjoy a Gelato at Gelateria dei Neri
Sample some of the best gelato in Florence with unique flavors.
EUR5, 30 minutes
7:00 PM
Dinner at Il Santo Bevitore
A modern eatery known for its innovative take on Tuscan cuisine.
EUR70, 2 hours
Find Hotels in Florence
Day 4: Wine Tour in Tuscany
Tuscany, Italy on May 24, 2025
8:30 AM
Join a Wine Tour
Explore the beautiful wineries of Tuscany, learn about the wine-making process and taste some exquisite wines.
EUR150, Full day
1:00 PM
Lunch at a Vineyard
Enjoy a traditional Tuscan meal paired with fine wines at a local vineyard during your tour.
Included, 1.5 hours
6:00 PM
Return to Florence
Relax and unwind after a day of wine tasting in the Tuscan hills.
Included, 1 hour
7:30 PM
Dinner at La Giostra
A romantic restaurant offering delicious Tuscan cuisine and a lovely atmosphere.
EUR80, 2 hours
Find Hotels in Tuscany
Day 5: Cultural Highlights in Florence
Florence, Italy on May 25, 2025
9:00 AM
Breakfast at Pasticceria Nencioni
Start your day with rich pastries and a strong Italian espresso in this local bakery.
EUR10, 1 hour
10:30 AM
Visit Palazzo Vecchio
Explore Florence's town hall and its stunning rooms, frescoes, and outdoor courtyard.
EUR10, 1.5 hours
1:00 PM
Lunch at La Carraia
Known for their delicious and authentic Tuscan sandwiches and panoramic views of the river.
EUR25, 1 hour
2:00 PM
Cooking Class
Participate in a fun cooking class and learn how to make classic Italian dishes.
EUR100, 3 hours
6:00 PM
Enjoy an Aperitivo at Locale Firenze
Discover the Italian tradition of enjoying a pre-dinner drink and enjoy delicious small bites.
EUR40, 1.5 hours
8:00 PM
Dinner at Il Latini
Feast on traditional Tuscan dishes in a lively, local atmosphere.
EUR65, 2 hours
Find Hotels in Florence
Day 6: Travel to Sorrento
Sorrento, Italy on May 26, 2025
8:00 AM
Check out and Travel to Sorrento
Take a scenic train ride from Florence to Sorrento, enjoying stunning views of the Italian countryside.
EUR40, 3 hours
11:30 PM
Check into Hotel Antiche Mura
A four-star hotel offering comfortable rooms with convenient access to the main square.
EUR360, 1 hour
1:00 PM
Lunch at Ristorante Tasso
A charming restaurant known for its fresh seafood dishes and classic Neapolitan cuisine.
EUR50, 1.5 hours
2:30 PM
Explore Sorrento’s Town Center
Wander the streets filled with shops, cafes, and beautiful piazzas.
Free, 2 hours
5:00 PM
Limoncello Tasting
Visit a local factory to learn about limoncello production and savor some tasty samples.
EUR10, 1 hour
7:00 PM
Dinner at Ristorante da Filippo
Savor authentic Italian cuisine in this family-run restaurant known for its wonderful ambiance.
EUR60, 2 hours
Find Hotels in Sorrento
Day 7: Day Trip to Capri
Capri, Italy on May 27, 2025
8:00 AM
Boat to Capri
Take an early ferry from Sorrento to the breathtaking island of Capri.
EUR30, 40 minutes
9:00 AM
Visit the Blue Grotto
Discover the magical waters of the Blue Grotto on a guided boat tour.
EUR20, 1.5 hours
11:00 AM
Explore Anacapri
Wander around the charming streets of Anacapri and visit the Villa San Michele.
EUR10, 2 hours
1:00 PM
Lunch at Da Gemma
Enjoy a local meal with stunning views of the island at this cliffside restaurant.
EUR40, 1.5 hours
3:00 PM
Chairlift to Monte Solaro
Take a chairlift to the highest point on Capri for panoramic views of the Bay of Naples.
EUR12, 1.5 hours
5:30 PM
Return to Sorrento
Catch the ferry back to Sorrento after a delightful day.
EUR30, 40 minutes
7:00 PM
Dinner at Il Buco
Indulge in fine dining with local flavors and a great wine selection in a cozy atmosphere.
EUR75, 2 hours
Find Hotels in Capri
Day 8: Relaxation in Sorrento
Sorrento, Italy on May 28, 2025
9:00 AM
Breakfast at Pezzenta
Enjoy a hearty breakfast with local pastries and fresh fruit at this popular café.
EUR15, 1 hour
10:30 AM
Beach Time
Relax on one of Sorrento’s beautiful beaches, soaking up the sun and enjoying the sea.
Free, 3 hours
2:00 PM
Lunch at Fauno Bar
This lively café in the main square is great for people-watching while enjoying pizza.
EUR35, 1.5 hours
4:00 PM
Visit the Sedile Dominova
Check out this historic building and its beautiful frescoes in the heart of Sorrento.
Free, 1 hour
5:30 PM
Enjoy a Wine Tasting
Sample local wines at a nearby winery and learn about the region's viticulture.
EUR25, 1.5 hours
7:00 PM
Dinner at Ristorante Il Raccorto
Dine on delicious fresh seafood and traditional Italian dishes in a relaxed atmosphere.
EUR70, 2 hours
Find Hotels in Sorrento
Day 9: Culinary Delights in Sorrento
Sorrento, Italy on May 29, 2025
9:00 AM
Breakfast at Il Principe
Savor a classic Italian breakfast with delightful pastries and espresso at this charming eatery.
EUR12, 1 hour
10:30 AM
Visit the Correale Museum
Discover this art museum showcasing Sorrento's rich history and stunning local art.
EUR8, 1.5 hours
1:00 PM
Lunch at Ristorante ’O Parrucchiano
Famous for its delicious homemade pasta and beautiful garden setting.
EUR50, 1.5 hours
3:00 PM
Cooking Class
Learn how to prepare traditional Italian dishes using fresh, local ingredients.
EUR100, 3 hours
6:30 PM
Aperitivo at La Villa
Relax with an aperitif in the lovely garden atmosphere and unwind after a day of activity.
EUR35, 1.5 hours
8:00 PM
Dinner at Ristorante La Basilica
Delight in regional specialties in this elegant restaurant that offers outdoor seating.
EUR65, 2 hours
Find Hotels in Sorrento
Day 10: Travel to Rome
Rome, Italy on May 30, 2025
8:00 AM
Check out and Travel to Rome
Take a quick train ride from Sorrento to Rome to experience the Eternal City.
EUR60, 2 hours
10:30 AM
Check into Hotel Artemide
Check into a luxurious four-star hotel located in the heart of Rome with rooms that can accommodate 4 adults.
EUR450, 1 hour
12:00 PM
Lunch at Mercato di Campagna Amica
Savor fresh local produce and delicious street food in this bustling market.
EUR30, 1.5 hours
2:00 PM
Explore the Colosseum
Walk through the ancient ruins of this iconic symbol of Rome and learn about its history.
EUR16, 2 hours
4:30 PM
Visit Roman Forum
Stroll through the expansive ruins and imagine what life was like in Ancient Rome.
EUR12, 1.5 hours
7:00 PM
Dinner at Trattoria Perilli
Enjoy traditional Roman dishes in this casual and charming setting.
EUR50, 2 hours
Find Hotels in Rome
Day 11: Explore Rome
Rome, Italy on May 31, 2025
9:00 AM
Breakfast at Antico Caffè Santamaria
Start your day with a rich cappuccino and traditional pastries in this historic café.
EUR10, 1 hour
10:30 AM
Visit Vatican City
Tour the breathtaking St. Peter's Basilica and the Vatican Museums.
EUR30, 3 hours
2:00 PM
Lunch at Pizzarium
Taste some of the best pizza al taglio (by the slice) made with fresh ingredients.
EUR25, 1 hour
3:30 PM
Explore the Pantheon
Visit the best-preserved ancient building in Rome and marvel at its architecture.
EUR5, 1 hour
5:00 PM
Stroll through Piazza Navona
Enjoy the vibrant atmosphere of this baroque square adorned with beautiful fountains.
Free, 1.5 hours
7:00 PM
Farewell Dinner at Ristorante Aroma
Celebrate your trip with a memorable dinner offering breathtaking views of the Colosseum.
EUR100, 2 hours
Find Hotels in Rome
Day 12: Return to New York
Rome, Italy to New York, USA on June 1, 2025
9:00 AM
Check Out and Return Home
Take some time to reflect on your incredible trip as you catch your flight back to New York.
USD800, 3 hours
Find Hotels in Rome
0
Travel Requirements
Local Sayings
Connectivity Info
Nearby Shopping
Accepted Currency + Payment Types
Safety
Cultural Norms + Etiquette
Health + Medical Facilities
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email
More About new york to italy (florence for
Best Rome Travel Deals
Travel Deals
Itinerary created by
Plantrip Team
March 10, 2025
AI-assisted, human-reviewed
Plan Your new york to italy (florence for Trip
Cost Estimator
Estimate your trip budget
Packing List
Get a custom checklist
Weather Expert
Check weather & best time to go
Unlock Unlimited Trips
$2.50
/mo
Billed $30/year
Unlimited trip generations
Personalized packing lists
Extra details & local tips
Private & ad-free
Sign In to Upgrade
See all plans
Upgrade to Plus
$2.50
/mo
Billed $30/year
Unlimited trip generations
Personalized packing lists
Extra details & local tips
Private & ad-free
Sign In to Upgrade
See all plans
Sign in to save this itinerary.
Sign Up
or
Sign In
Create a Free Account
Sign up for free to keep generating itineraries!
Sign Up Free
I already have an account
Trip Locations
Share Itinerary
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email