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This itinerary covers 3 days in Tuscany, Umbria, which is a great amount of time to explore the main highlights. Depending on your pace and interests, you could extend or shorten the trip.

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Plan your perfect 3 days trip to Tuscany, Umbria. This detailed travel itinerary includes daily activities, local recommendations, and insider tips to make your journey unforgettable.

Romantic 3-Day Boutique Getaway in Tuscany & Umbria with Wine and Thermal Spa Experiences

Viewed by 67 travelers

Day 1: Florence Boutique Charm

Florence, Italy on May 22, 2025

8:30am

Breakfast at La Ménagère

Start your morning at La Ménagère with a fresh Italian cappuccino and a selection of pastries in a stylish boutique café setting perfect for a romantic beginning.

EUR15, 1h

10:00am

Boutique Hotel Check-in

Check into your elegant boutique hotel, such as Hotel Brunelleschi, known for its romantic ambiance nestled near the Duomo, setting the tone for your stay.

EUR250, 0h30m

11:00am

Explore Florence’s Historic Centre

Stroll hand-in-hand through Florence's Renaissance heart, visiting the Duomo, Ponte Vecchio, and Piazza della Signoria, soaking up the city's rich art and romantic atmosphere.

Free, 3h

2:00pm

Lunch at Trattoria La Casalinga

Enjoy traditional Tuscan dishes like ribollita or tagliata di manzo in a cozy, authentic trattoria loved by locals for a genuine experience.

EUR30, 1h30m

4:00pm

Afternoon Wine Tasting at Enoteca Pitti Gola e Cantina

Sample exquisite Tuscan wines in an intimate setting, learning about the region’s vintages to enhance your romantic escape.

EUR40, 1h30m

7:30pm

Dinner at Il Palagio

Dine at this Michelin-starred restaurant offering refined Tuscan cuisine with a focus on local ingredients and romantic ambiance.

EUR120, 2h

Find Hotels in Florence

Day 2: Montepulciano Romance

Montepulciano, Italy on May 23, 2025

8:00am

Breakfast at Hotel

Enjoy a leisurely breakfast with local cheeses, cured meats and fresh pastries at your boutique hotel before starting your day.

Included, 1h

9:30am

Travel from Florence to Montepulciano

A scenic 1.5-hour drive through the Tuscan countryside, perfect for enjoying views and romantic moments en route.

EUR50 (car rental), 1h30m

11:00am

Check-in to Boutique Hotel La Locanda di San Francesco

Experience warm hospitality in a romantic setting within Montepulciano’s medieval walls, ideal for couples seeking unique charm.

EUR200, 0h30m

12:00pm

Lunch at Osteria Acquacheta

Savor a rustic Tuscan meal featuring Fiorentina steak and local wines in this lively and authentic eatery that promises a hearty lunch.

EUR35, 1h30m

2:00pm

Visit Cantina Contucci for Wine Tour and Tasting

Tour one of Montepulciano’s oldest wineries, followed by a tasting of their celebrated Vino Nobile—a must for wine lovers.

EUR25, 2h

5:00pm

Leisurely Walk through Montepulciano Town

Discover hidden corners, quaint shops, and breathtaking panoramic views with your partner as the sun sets over the Val d’Orcia.

Free, 1h

7:30pm

Dinner at La Grotta

Enjoy a romantic meal featuring traditional Tuscan dishes served in an intimate atmosphere with candlelight.

EUR60, 2h

Find Hotels in Montepulciano

Day 3: Umbria Spa Escape

Bagno Vignoni, Italy on May 24, 2025

8:00am

Breakfast at Hotel

Start with a relaxed breakfast enjoying local specialties to energize your final day.

Included, 1h

9:00am

Travel to Bagno Vignoni, Umbria

A 1-hour drive into Umbria, known for its thermal waters and peaceful countryside, setting the stage for rejuvenation.

EUR30 (car rental), 1h

10:30am

Thermal Spa Experience at QC Terme Bagno Vignoni

Relax in the natural thermal pools and indulge in bespoke spa treatments, perfect for romance and revitalization. Open 9am-9pm.

EUR80, 3h

2:00pm

Lunch at Osteria del Leone

Enjoy a casual yet delightful lunch featuring Umbrian cuisine and local wines in the village’s charming heart.

EUR40, 1h30m

3:30pm

Stroll Through Bagno Vignoni and Surroundings

Walk through the historic village square with its unique hot spring pool and explore nearby scenic trails for a romantic afternoon.

Free, 2h

6:00pm

Return to Florence or Continue Your Journey

End your romantic boutique and wellness escape with a scenic drive back or continue exploring Italy.

Varies, Varies

Find Hotels in Bagno Vignoni

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Itinerary created by Plantrip Team May 22, 2025 AI-assisted, human-reviewed

Step 1 Outline Preview:

Romantic 3-Day Boutique Getaway in Tuscany & Umbria with Wine and Thermal Spa Experiences

Day 1: Florence Boutique Charm

8:30am

10:00am

11:00am

2:00pm

4:00pm

7:30pm

Day 2: Montepulciano Romance

8:00am

9:30am

11:00am

12:00pm

2:00pm

5:00pm

7:30pm

Day 3: Umbria Spa Escape

8:00am

9:00am

10:30am

2:00pm

3:30pm

6:00pm

Plan Your Tuscany, Umbria Trip