Ultimate Italy Adventure: Ancient Rome, Renaissance Florence & Amalfi Coast

Day 1

Rome

Arrival in Rome - Ancient Empire Awakens

Coming Out - Late Night Drinks & Colosseum Views - Hotel Montecarlo - Back to Rest - Pantheon - Ancient Marvel Visit - Fontana di Trevi - Coin Toss Tradition - Trastevere - Evening Neighborhood Stroll - Pizzeria Ai Marmi - Authentic Roman Dinner

Day 2

Rome

Colosseum & Ancient Rome Exploration

Hotel Montecarlo - Morning Departure - Colosseum - Gladiator's Arena Experience - Foro Romano - Heart of Ancient Empire - Palatine Hill - Imperial Heights & Panoramic Views - Trattoria Pizzeria Luzzi - Gladiator's Lunch - Fabiolous Cooking Day - Pasta Making Class - Trattoria Monti - Authentic Roman Dinner - Coming Out Bar - Evening Drinks with Colosseum Views

Day 3

Rome

Vatican Wonders & Trastevere Nights

Hotel Montecarlo - Morning Start - Vatican Museums & Sistine Chapel Experience - Sistine Chapel - Michelangelo's Masterpiece - Lunch near Vatican - Quick Refuel - Pantheon - Ancient Roman Marvel - Trevi Fountain - Make a Wish - Afternoon Aperitivo Break - Trastevere Neighborhood - Bohemian Charm - Trattoria Vecchia Roma - Authentic Roman Feast - Coming Out Bar - Nightlife & Drinks

Day 4

Rome - Florence

Rome to Florence - Renaissance Awaits

Hotel Montecarlo Rome - Checkout - Globus Urban Hotel Florence - Check-in - Duomo Cathedral - Exterior Marvel & First Impressions - Ponte Vecchio - Medieval Bridge Walk - Enoteca Pitti Gola e Cantina - Aperitivo Time - La Buchetta Food & Wine Restaurant - Tuscan Dinner - Colle Bereto Lounge Bar - Late Night Drinks

Day 5

Florence

Uffizi Gallery & Florentine Art Immersion

Hotel Machiavelli Palace - Morning Departure - Gallerie Degli Uffizi - Renaissance Masterpieces - Il Cernacchio Food & Wine - Tuscan Lunch - Galleria dell'Accademia - Michelangelo's David - Duomo - Cattedrale di Santa Maria del Fiore - Cupola Del Brunelleschi - Epic Dome Climb - Colle Bereto Lounge Bar - Aperitivo Hour - La Buchetta Food & Wine Restaurant - Tuscan Feast - Soul Kitchen - Late Night Drinks & Music

Day 6

Florence - Chianti Region

Tuscan Wine Country Day Trip

Soul Kitchen - Late Night Cocktails & Nightlife - Hotel Gioia - Overnight Rest - Tuscan Wine Tour by Italy and Wine - Chianti Experience - La Buchetta Food & Wine Restaurant - Tuscan Farewell Dinner

Day 7

Florence - Amalfi Coast

Florence to Amalfi Coast - Coastal Paradise Begins

Hotel Machiavelli Palace - Checkout - Villa Le Zagare Relais & Spa - Check-in - The Town of Positano - Evening Stroll - Sensi Restaurant - Fresh Seafood Dinner - Spiaggia Grande - Sunset Drinks

Day 8

Amalfi Coast - Positano

Positano & Coastal Exploration

Villa Le Zagare Relais & Spa - Night Rest - Capri Boats - Coastal Discovery Tour - The Town of Positano - Cliffside Village Exploration - Spiaggia Grande - Beach Relaxation & Swimming - Sensi Restaurant - Sunset Seafood Feast - Coming Out Bar - Late Night Coastal Cocktails

Day 9

Amalfi Coast

Ravello Gardens & Scenic Coastal Walks

Wake Up at Villa Le Zagare - Villa Rufolo Gardens Experience - Villa Cimbrone Infinity Garden Walk - Sensi Restaurant Lunch - Positano Town Exploration & Beach Walk - Spiaggia Grande Sunset Moment - Marina Grande Farewell Feast - Tari Art Restaurant Bar

Day 10

Amalfi Coast - Pompeii - Naples

Arrivederci Italia - Pompeii & Departure

Hotel Stabia - Final Morning Wake Up - Pompeii Archaeological Park - Ancient City Exploration

Day 1

Sep 05

Rome

Arrival in Rome - Ancient Empire Awakens

Touch down in the Eternal City and dive straight into ancient Roman history. After settling into your centrally-located hotel near Termini Station, begin your Roman adventure with an evening exploration of the historic center, sampling authentic Roman cuisine in Trastevere and experiencing the vibrant nightlife scene.

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Moderate

Pace Level

USD 505

Estimated Cost

Enjoy foods for2 hours(23:00 - 01:00)

3.94km, 15 mins

Suggested check-in01:30(7 hours 30 mins)

2.6km, 35 mins

Enjoy fun for1 hour 30 mins(16:30 - 18:00)

Tips: Visit in late afternoon when the light beam through the oculus is most dramatic. Entry is free but there's a small reservation fee online - totally worth it to skip the line!

610m, 9 mins

Enjoy fun for45 mins(18:30 - 19:15)

Tips: Pro move: Each person tosses one coin to return to Rome, two coins to fall in love with a Roman, three coins to marry them. Bring small change - the fountain collects about $1.5 million annually that goes to charity!

2.46km, 34 mins

Enjoy fun for45 mins(20:00 - 20:45)

Tips: Get intentionally lost in the small alleys between Piazza Santa Maria and Piazza Trilussa - that's where you'll find the best hidden bars and the most Instagram-worthy streets lit by vintage lamps.

490m, 8 mins

Enjoy foods for1 hour 30 mins(21:00 - 22:30)

4.04km, 14 mins

Day 2

Sep 06

Rome

Colosseum & Ancient Rome Exploration

Dedicate the full day to exploring ancient Rome's greatest hits. Start early at the Colosseum with skip-the-line tickets, then wander through the Roman Forum and climb Palatine Hill for panoramic views. Afternoon cooking class to master authentic Italian pasta, followed by dinner near the Colosseum and drinks in the trendy Monti neighborhood.

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Active

Pace Level

USD 1,000

Estimated Cost

Return to Hotel Montecarlo - Morning Departure

2.72km, 36 mins

Enjoy fun for2 hours 30 mins(09:00 - 11:30)

Tips: Book the combined Colosseum-Forum-Palatine ticket online in advance - it saves money and time! Wear comfortable shoes, bring water, and don't forget sunscreen even in September.

970m, 13 mins

Enjoy fun for1 hour 30 mins(11:45 - 13:15)

Tips: Download a free audio guide app or bring a guidebook - the ruins are incredible but can be confusing without context. Look for shaded spots to rest and take photos.

420m, 8 mins

Enjoy fun for1 hour 10 mins(13:20 - 14:30)

Tips: Save some energy for this climb! Find a quiet spot among the ruins to rest and have a snack while soaking in 2,700 years of history beneath your feet.

1.03km, 16 mins

Enjoy foods for1 hour 15 mins(14:45 - 16:00)

2.23km, 31 mins

Enjoy fun for3 hours(17:00 - 20:00)

Tips: Come with an appetite! You'll eat a full meal of what you prepare, plus wine. This is also a great place to meet other travelers and get local recommendations.

2.63km, 38 mins

Enjoy foods for1 hour 45 mins(20:30 - 22:15)

1.2km, 17 mins

Enjoy foods for1 hour 29 mins(22:30 - 23:59)

3.94km, 15 mins

Day 3

Sep 07

Rome

Vatican Wonders & Trastevere Nights

Experience the pinnacle of Catholic art and architecture with an early morning visit to the Vatican Museums and Sistine Chapel, followed by St. Peter's Basilica. Afternoon exploring Rome's iconic Pantheon and making your wish at Trevi Fountain. As evening falls, immerse yourself in Trastevere's bohemian atmosphere with authentic Roman cuisine and vibrant nightlife.

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Active

Pace Level

USD 856

Estimated Cost

Return to Hotel Montecarlo - Morning Start

5.82km, 40 mins

Enjoy fun for3 hours 30 mins(08:30 - 12:00)

Tips: Pro tip: The museums are closed Sundays except the last Sunday of each month when entry is free (but insanely crowded). Photography is allowed everywhere EXCEPT the Sistine Chapel - guards will call you out! Wear comfortable shoes.

Enjoy fun for30 mins(11:30 - 12:00)

Tips: It gets packed and hot in here. Guards constantly shush people saying 'Silenzio!' - respect the atmosphere. Take time to actually look at different sections; there's incredible detail everywhere. No photos allowed!

800m, 30 mins

Enjoy foods for1 hour(12:30 - 13:30)

2.2km, 1 hour

Enjoy fun for1 hour(14:30 - 15:30)

Tips: Entry recently became ticketed but it's cheap. The oculus really does let rain in - if it's drizzling, you'll see it! Visit when sun is streaming through for magical light beams. Grab a coffee at one of the cafes in Piazza della Rotonda outside.

610m, 9 mins

Enjoy fun for45 mins(16:00 - 16:45)

Tips: Always crowded but worth it. Toss one coin to return to Rome, two for romance, three for marriage (or just toss three for good luck with the boys!). The fountain is even more magical at night when illuminated. Watch your belongings - pickpockets love distracted tourists here.

200m, 15 mins

Enjoy foods for1 hour(17:00 - 18:00)

1.8km, 30 mins

Enjoy fun for1 hour(18:30 - 19:30)

Tips: Get a bit lost in the side streets - that's part of the charm! The neighborhood comes alive at night with fairy lights, outdoor dining, and street musicians. Piazza Santa Maria is the heart of it all.

3.71km, 54 mins

Enjoy foods for2 hours(20:00 - 22:00)

1.05km, 15 mins

Enjoy foods for2 hours(22:30 - 00:30)

3.94km, 15 mins

Day 4

Sep 08

Rome - Florence

Rome to Florence - Renaissance Awaits

Morning checkout from Rome and high-speed train journey to Florence. Settle into your centrally-located hotel near Santa Maria Novella station, then spend the afternoon immersing yourself in Renaissance Florence with a walking tour of iconic landmarks. Evening exploring authentic Florentine trattorias and wine bars in the charming Oltrarno district.

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Moderate

Pace Level

USD 820

Estimated Cost

Return to Hotel Montecarlo Rome - Checkout

236.92km, 2 hours

Suggested check-in13:30(1 hour)

480m, 7 mins

Enjoy fun for1 hour 15 mins(15:00 - 16:15)

Tips: No ticket needed for exterior viewing. September afternoons have beautiful lighting for photos. The Baptistery doors nearby are also stunning - don't miss Ghiberti's 'Gates of Paradise' (replicas on display).

660m, 10 mins

Enjoy fun for1 hour(16:45 - 17:45)

Tips: The bridge gets crowded, but the side walkways along the Arno offer equally beautiful views with fewer people. Late afternoon light is magical for photography!

330m, 5 mins

Enjoy foods for1 hour 15 mins(18:15 - 19:30)

910m, 13 mins

Enjoy foods for2 hours(20:00 - 22:00)

870m, 12 mins

Enjoy foods for1 hour 29 mins(22:30 - 23:59)

620m, 9 mins

Day 5

Sep 09

Florence

Uffizi Gallery & Florentine Art Immersion

A full day dedicated to experiencing the greatest treasures of Renaissance art in Florence. Begin early at the Uffizi Gallery to explore masterpieces by Botticelli, Michelangelo, Leonardo da Vinci, and Raphael. Continue to the Accademia Gallery to stand before Michelangelo's magnificent David sculpture. Challenge yourself with a climb up Brunelleschi's iconic Dome for breathtaking panoramic views of the Tuscan countryside. As evening falls, head to Piazzale Michelangelo for a stunning sunset over the city, then dive into authentic Florentine dining and the vibrant local bar scene.

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Active

Pace Level

USD 840

Estimated Cost

Suggested check-in07:30(45 mins)

1.24km, 17 mins

Enjoy fun for3 hours 30 mins(08:30 - 12:00)

Tips: Book tickets online in advance for 8:30 AM entry to avoid 2-hour queues! Don't try to see everything - focus on rooms 10-14 for the Botticelli masterpieces, then hit the Leonardo and Michelangelo sections. Wear comfortable shoes - it's a lot of standing and walking.

300m, 5 mins

Enjoy foods for1 hour 15 mins(12:15 - 13:30)

960m, 14 mins

Enjoy fun for1 hour 30 mins(14:00 - 15:30)

Tips: Pre-book this too! The David is at the end of a long hallway - walk slowly and let the anticipation build. Take your time circling the sculpture to appreciate the incredible detail from all angles. Photography without flash is allowed!

650m, 9 mins

Enjoy fun for15 mins(15:45 - 16:00)

Tips: Use the restroom now before the climb - there are facilities near the cathedral. Stay hydrated and mentally prepare for the steep, narrow stairs ahead!

140m, 2 mins

Enjoy fun for1 hour 30 mins(16:00 - 17:30)

Tips: MUST pre-book a time slot - they're strict about entry times. The stairs are narrow and steep, and there's no elevator or turning back once you start. Not recommended if you're claustrophobic. Bring a water bottle and wear good shoes. The views are worth every step!

590m, 8 mins

Enjoy foods for1 hour 30 mins(18:00 - 19:30)

870m, 12 mins

Enjoy foods for2 hours(20:00 - 22:00)

160m, 3 mins

Enjoy foods for2 hours(22:30 - 00:30)

1.45km, 20 mins

Day 6

Sep 10

Florence - Chianti Region

Tuscan Wine Country Day Trip

Escape Florence for a full-day guided tour through the legendary Chianti wine region. Experience authentic Tuscan countryside with wine tastings at family-run vineyards, a traditional lunch at a countryside villa, and exploration of medieval hilltop towns. Return to Florence for a final evening of Tuscan dining and vibrant nightlife in the Sant'Ambrogio district.

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Moderate

Pace Level

USD 1,248

Estimated Cost

Enjoy foods for3 hours(22:00 - 01:00)

1.19km, 17 mins

Suggested check-in01:30(7 hours 30 mins)

1.22km, 17 mins

1.33km, 18 mins

Enjoy fun for9 hours 30 mins(08:30 - 18:00)

Tips: The tour includes transportation, wine tastings, and lunch - fantastic value! Tours are limited to small groups for intimate experiences. Don't hesitate to ask the wine experts questions about Italian wine regions and pairing tips you can use throughout your trip.

1.55km, 10 mins

Enjoy foods for1 hour 45 mins(20:00 - 21:45)

160m, 3 mins

Day 7

Sep 11

Florence - Amalfi Coast

Florence to Amalfi Coast - Coastal Paradise Begins

Transition day from Renaissance Florence to the stunning Amalfi Coast. Morning checkout and train journey to Naples, followed by scenic coastal transfer to Positano. After settling into your hotel with breathtaking sea views, spend the evening exploring the charming cascading streets, enjoying your first fresh seafood dinner by the Mediterranean, and unwinding with sunset drinks overlooking the sparkling coastline.

😎

Relaxed

Pace Level

USD 880

Estimated Cost

Return to Hotel Machiavelli Palace - Checkout

518.87km, 4 hours 31 mins

Suggested check-in16:30(1 hour)

30.17km, 1 hour

50km, 1 hour 45 mins

Enjoy fun for1 hour 30 mins(18:00 - 19:30)

Tips: Wear comfortable shoes - Positano is all steep stairs and steps! The walk down is easy, but remember you'll need to climb back up. Take lots of photos at the viewpoints along Via Cristoforo Colombo.

18.36km, 4 hours 56 mins

Enjoy foods for1 hour 45 mins(19:45 - 21:30)

18.25km, 5 hours 4 mins

Enjoy fun for1 hour 45 mins(21:45 - 23:30)

Tips: Beach bars can be pricey but worth it for the atmosphere. A couple of Aperol Spritzes or local limoncello while overlooking the moonlit Mediterranean is the perfect way to transition into coast mode!

32.56km, 58 mins

Day 8

Sep 12

Amalfi Coast - Positano

Positano & Coastal Exploration

Full day exploring the stunning Amalfi Coast. Morning boat tour around the coastline discovering hidden coves and the famous Blue Grotto, afternoon wandering through Positano's picturesque cascading streets and relaxing at Marina Grande beach with crystal-clear waters. Evening enjoying fresh seafood at a cliffside restaurant with sunset views, followed by beach bars and late-night drinks along the coast.

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Moderate

Pace Level

USD 1,180

Estimated Cost

Return to Villa Le Zagare Relais & Spa - Night Rest

119.18km, 2 hours 52 mins

Enjoy fun for3 hours(10:00 - 13:00)

Tips: Book the morning tour to avoid afternoon crowds and get the best lighting for photos. Bring waterproof phone cases for those Instagram-worthy shots!

29.93km, 5 hours 2 mins

Enjoy fun for2 hours 30 mins(13:30 - 16:00)

Tips: Wear comfortable walking shoes - those picturesque stairs are no joke! Stop at a local shop for handmade leather sandals as souvenirs.

230m, 4 mins

Enjoy fun for2 hours 30 mins(16:00 - 18:30)

Tips: Sunbed rental is around €15-20 per person. Alternatively, grab a spot on the free section to save money for tonight's drinks!

58.81km, 1 hour 50 mins

Enjoy foods for2 hours(19:30 - 21:30)

277.8km, 63 hours 33 mins

Enjoy foods for1 hour 30 mins(22:00 - 23:30)

245.32km, 2 hours 39 mins

Day 9

Sep 13

Amalfi Coast

Ravello Gardens & Scenic Coastal Walks

Experience the most breathtaking views of the Amalfi Coast with a day trip to enchanting Ravello, exploring its world-famous gardens and spectacular vistas. Follow up with a scenic coastal walk before celebrating your final full evening in Italy with an unforgettable seafood feast and cocktails by the Mediterranean.

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Active

Pace Level

USD 940

Estimated Cost

Return to Wake Up at Villa Le Zagare

45.96km, 2 hours 47 mins

Enjoy fun for1 hour 30 mins(10:00 - 11:30)

Tips: Arrive right at opening (9am) to enjoy the gardens in peaceful morning light before tour groups arrive. The best photo spot is the main terrace - the views are literally postcard-perfect!

1.04km, 15 mins

Enjoy fun for1 hour 45 mins(12:00 - 13:45)

Tips: The 10-minute walk from Villa Rufolo through Ravello's center is scenic itself. Don't rush - the Terrace of Infinity is at the far end of the gardens, and the reveal is worth the buildup. Perfect spot for a group photo!

1.86km, 32 mins

Enjoy foods for1 hour 30 mins(14:00 - 15:30)

16.03km, 55 mins

Enjoy fun for2 hours 30 mins(16:00 - 18:30)

Tips: Going down the stairs is easy - coming back up is the workout! Pace yourselves and stop at viewpoint terraces along the way. The golden hour light (around 6-7pm in September) makes the pastel buildings absolutely glow.

230m, 4 mins

Enjoy fun for1 hour(18:30 - 19:30)

Tips: September water is still warm enough for a quick swim if you're feeling it! The beach bars start lighting up as evening approaches - grab a cold beer or Aperol spritz from a beachside vendor while you watch the sunset colors.

18.28km, 4 hours 55 mins

Enjoy foods for2 hours(20:00 - 22:00)

260m, 4 mins

Enjoy foods for1 hour 29 mins(22:30 - 23:59)

31.34km, 1 hour 5 mins

Day 10

Sep 14

Amalfi Coast - Pompeii - Naples

Arrivederci Italia - Pompeii & Departure

Final morning along the Amalfi Coast with a leisurely breakfast and checkout. Journey to the incredible Pompeii Archaeological Park for a morning exploring the ancient city frozen in time by Mt. Vesuvius. Transfer to Naples airport for afternoon/evening departure flights, carrying unforgettable memories of your Italian adventure.

😎

Relaxed

Pace Level

USD 340

Estimated Cost

Suggested check-in07:00(3 hours)

7.98km, 37 mins

Enjoy fun for2 hours 30 mins(11:00 - 13:30)

Tips: Arrive early to avoid crowds and heat. Wear comfortable walking shoes - the ancient stone roads are uneven. Bring water and sunscreen as there's limited shade. If short on time, focus on the Forum, House of the Faun, and the amphitheater. Audio guides available for deeper insights.