Luxurious 14-Day Italian Experience: Food, Wine, Culture, and Wellness

Day 1: Arrival Rome

Rome, Italy on April 26, 2025

9:00am

Breakfast at Hotel Hassler

Start your journey with a refined breakfast at Hotel Hassler’s Palazza Michelin-starred restaurant perched above the Spanish Steps, featuring exquisite pastries and espresso, setting a luxurious tone.

EUR50, 1h

11:00am

Colosseum & Roman Forum Tour

Explore the iconic Colosseum and the Roman Forum with a private guide to delve into the heart of ancient Rome’s history, architecture, and culture.

EUR90, 3h

2:30pm

Lunch at Aroma Restaurant

Dine at Aroma overlooking the Colosseum with exquisite Italian dishes and wines, blending historical views with gourmet luxury.

EUR110, 1.5h

4:30pm

Hotel Spa at Hotel de Russie

Unwind with a wellness spa experience featuring massages and facials in a calm garden setting to relax and recharge after your flight and tour.

EUR220, 2h

8:00pm

Dinner at La Pergola

Celebrate the start of your adventure with a 3 Michelin-starred birthday dinner at La Pergola, Rome’s premier dining room offering panoramic city views and impeccable service.

EUR350, 3h

View Hotel Availability

Day 2: Vatican & Trastevere

Rome, Italy on April 27, 2025

7:30am

Breakfast at Roscioli Caffè

Enjoy an early, delicious Italian coffee and freshly baked croissants at the renowned Roscioli Caffè, perfect for fueling your Vatican day.

EUR20, 1h

8:30am

Private Vatican Museums & Sistine Chapel

Avoid crowds with early access guided tour of the Vatican Museums and marvel at the Sistine Chapel’s frescoes before public opening.

EUR120, 3h

12:00pm

Lunch in Trastevere at Glass Hostaria

Experience contemporary Italian dining in the charming Trastevere district with creative dishes and an excellent wine list.

EUR85, 1.5h

3:00pm

Walk and Explore Trastevere

Roam the cobblestone alleys and vibrant piazzas of Trastevere, soaking in its authentic local atmosphere, boutique shops, and sights like Santa Maria in Trastevere.

Free, 2h

7:00pm

Evening Relaxation & Wine Tasting

Return to your hotel for a private wine tasting experience featuring premium Italian regional wines paired with artisan cheeses.

EUR100, 1.5h

View Hotel Availability

Day 3: Rome to Florence

Rome to Florence, Italy on April 28, 2025

8:00am

Breakfast at Hotel

Enjoy a leisurely breakfast with fresh fruits and Italian specialties in your luxurious hotel before checkout.

Included, 1h

10:00am

Train to Florence

Board a high-speed train from Rome to Florence for a quick and comfortable 1.5-hour journey admiring Italian countryside along the way.

EUR60, 1.5h

12:00pm

Lunch at Enoteca Pinchiorri

Delight in a Michelin 3-star culinary experience with exquisite Tuscan flavors and an exceptional wine cellar.

EUR200, 1.5h

2:30pm

Uffizi Gallery Tour

Explore world-renowned Renaissance artworks on a private guided tour of the Uffizi Gallery, open until 6:30pm to enjoy masterpieces without the typical crowds.

EUR100, 2h

5:00pm

Stroll the Historic Center

Walk through Florence’s historic center including Piazza della Signoria and the Ponte Vecchio, taking in the timeless architecture and vibrant street life.

Free, 1.5h

7:30pm

Dinner at Buca Lapi

Relish traditional Tuscan dishes in this elegant historic setting known for hearty flavors and superb wine pairings.

EUR80, 2h

View Hotel Availability

Day 4: Florence & Chianti

Florence & Chianti, Italy on April 29, 2025

7:30am

Breakfast at Caffè Gilli

Visit one of Florence’s oldest cafes for a classic Italian breakfast experience with fresh pastries and espresso.

EUR25, 1h

9:00am

Day Trip to Chianti Vineyards

Enjoy a private luxury tour of Chianti vineyards including wine tastings, olive oil sampling, and a light Tuscan lunch at a classic winery estate; tours typically run until late afternoon.

EUR300, 6h

5:30pm

Return to Florence, relax at hotel

Rest and refresh at your hotel after a full day immersed in wine and countryside charm.

Free, 1.5h

8:00pm

Dinner at Osteria Vini e Vecchi Sapori

Intimate local dining with a focus on traditional cuisine and excellent Tuscan wines in a cozy ambiance.

EUR70, 2h

View Hotel Availability

Day 5: Florence to Tuscany Spa

Tuscany, Italy on April 30, 2025

8:00am

Breakfast at Hotel

Enjoy a sumptuous breakfast featuring Italian delights before departure.

Included, 1h

10:00am

Drive to Luxury Tuscan Retreat

Travel to a top-rated spa resort in the Tuscan hills such as Il Borro or Fonteverde for wellness and relaxation amid stunning natural beauty.

EUR150 (transfer), 2h

12:30pm

Lunch at Resort

Dine on farm-to-table Tuscan cuisine in a serene setting, emphasizing local produce and rich flavors.

EUR80, 1.5h

2:00pm

Spa & Wellness Treatments

Indulge in full-body massages, thermal baths, and wellness therapies designed for ultimate relaxation and health.

EUR250, 3h

6:00pm

Leisure Time at Resort

Enjoy a peaceful evening stroll around vineyards or relax by the pool with a glass of premium wine.

Free, 2h

8:00pm

Dinner at Resort’s Fine Dining Restaurant

Savor an elegant dinner with locally sourced ingredients paired with organic Tuscan wines in a refined atmosphere.

EUR120, 2h

View Hotel Availability

Day 6: Tuscany Scenic & Cooking

Tuscany, Italy on May 1, 2025

8:00am

Breakfast at Resort

Fresh morning breakfast with seasonal fruits and pastries.

Included, 1h

9:30am

Scenic Drive & Photo Stops

Tour picturesque Tuscan villages like Pienza, Montalcino and Montepulciano with stops for iconic photography and boutique shopping.

EUR100 (car rental), 3h

1:00pm

Lunch in Pienza at La Bandita Townhouse

Enjoy creative, local cuisine in a boutique hotel setting with an emphasis on organic ingredients.

EUR60, 1.5h

3:00pm

Tuscan Cooking Class

Engage in a private hands-on cooking class learning traditional recipes and wine pairings, preparing your own meal.

EUR150, 3h

7:00pm

Dinner on Your Own Cooked Meal

Sit down and enjoy the meal you prepared during the cooking class, complemented by wines selected during the session.

Included, 1.5h

View Hotel Availability

Day 7: Tuscany to Lake Como

Tuscany to Lake Como, Italy on May 2, 2025

7:30am

Breakfast at Resort

Light and fresh breakfast before your travel day.

Included, 1h

9:00am

Private Transfer to Florence Train Station

Drive back to Florence for your train departing to Como, matching convenience and comfort.

EUR130, 2h

11:30am

Train Florence to Milan, then Como

Travel by high-speed train from Florence to Milan (1hr 40min) and then take a scenic local train to Como (40min).

EUR80, 2.5h

2:30pm

Check-in at CastaDiva Resort & Spa

Settle into the opulent lakeside resort famed for its spa and stunning views of Lake Como.

EUR450 (per night), 1h

4:00pm

Afternoon Relaxation & Spa

Enjoy treatments such as massages, thermal waters, and more at the lakeside spa facility for rejuvenation.

EUR200, 2h

7:30pm

Dinner at the Resort’s Il Sereno Restaurant

Taste refined Northern Italian cuisine with spectacular lakeside views in a chic atmosphere.

EUR120, 2h

View Hotel Availability

Day 8: Lake Como Exploration

Lake Como, Italy on May 3, 2025

8:00am

Breakfast at Resort

Enjoy a panoramic lakeside breakfast with fresh, gourmet offerings.

Included, 1h

9:30am

Private Boat Tour of Lake Como

Discover picturesque villages like Bellagio and Varenna via private boat with stops for scenic walks and café visits.

EUR300, 4h

2:00pm

Lunch at Trattoria San Giacomo, Bellagio

Savor fresh lake fish and regional specialties in Bellagio’s charming and historic restaurant.

EUR70, 1.5h

4:00pm

Villa del Balbianello Visit

Visit this enchanting historic villa with stunning gardens and breathtaking lake views, great for photos and relaxation.

EUR20, 2h

7:00pm

Dinner at Locanda La Tirlindana

Enjoy a romantic dinner by the lake with creative Italian dishes paired with exquisite wines.

EUR100, 2h

View Hotel Availability

Day 9: Lake Como to Venice

Lake Como to Venice, Italy on May 4, 2025

7:30am

Breakfast at Resort

Enjoy a lakeside breakfast before your travel day.

Included, 1h

9:00am

Private Transfer to Milan Malpensa Airport

Travel via private car to Milan airport for a short flight to Venice; this is the most seamless connection with luggage and comfort.

EUR200, 1h 15m

11:00am

Fly Milan to Venice

Fly conveniently between Milan and Venice, saving travel time and allowing more time to explore Venice.

EUR100, 1h

12:30pm

Water Taxi to Hotel Danieli

Experience luxury arrival by private water taxi directly to your iconic 5-star Venice hotel near St. Mark’s Square.

EUR120, 30m

1:00pm

Lunch at Ristorante Quadri

Savor sophisticated Venetian cuisine in a sophisticated, historic setting overlooking St. Mark’s Square.

EUR130, 1.5h

3:00pm

Private Guided Walking Tour of St. Mark's Basilica and Doge’s Palace

Discover the rich history, art, and architecture of Venice’s most famous landmarks in a private, skip-the-line tour.

EUR180, 3h

7:30pm

Relaxed Dinner near the hotel

Choose from nearby fine dining options or enjoy light Venetian cicchetti and wine at a refined osteria.

EUR80, 2h

View Hotel Availability

Day 10: Venice & Birthday Celebration

Venice, Italy on May 5, 2025

8:00am

Breakfast at Hotel

Enjoy a buffet selection with classic Italian pastries and fresh juices served in the elegant hotel dining room.

Included, 1h

9:30am

Tour Murano and Burano Islands

Embark on a private boat tour to the islands famous for glassmaking and colorful houses, including craft demonstrations and shopping.

EUR220, 4h

2:00pm

Lunch at Trattoria al Gatto Nero, Burano

Taste fresh seafood specialties in the vibrant and quaint island village atmosphere.

EUR60, 1.5h

4:00pm

Relax at Hotel, Prepare for Special Dinner

Rest and get ready for the exclusive birthday dinner celebration.

Free, 3h

7:30pm

Special Birthday Dinner at Met Restaurant

Celebrate a luxurious birthday evening with a tailored tasting menu focused on Venetian and Italian gourmet specialities paired with vintage wines at the 2 Michelin-star Met Restaurant.

EUR400, 3h

View Hotel Availability