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Tuscany Italy Gay Tour

Tuscany - Beautiful Everywhere

Florence Tuscany Gay Tour

Tuscany Italy Gay Group Tour

Montecatini, Chianti, Florence, Lucca, Siena, San Gimignano, Pisa, Viareggio, and more!

8 Days from/to Montecatini Terme, Italy

September 27 – October 4, 2026

 

Florence Tours & Sightseeing

 

 

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Spada Roma

 

Tuscany gay tourCradle of Renaissance. The names of the towns here have a musical ring to them, there is so much art everywhere that you could never see it all, and the wines made here are renowned throughout the world. Discover the unparalleled magic of Tuscany on scenic hikes through the Mediterranean countryside, on a visit to a Chianti winery, and at delectable trattorias. Stand in awe beneath Pisa’s Leaning Tower, wander along the city walls of Lucca and lose yourself in landscapes of rolling hills, cypress-lined lanes, and silvery olive groves. Tuscany isn’t just a place - it’s a feeling.

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What is it about Tuscany that makes everyone fall in love with it so quickly? Is it the dome of the Florence Cathedral, Botticelli’s masterpiece "Primavera" or the Campo in Siena? The city walls of Lucca or the Field of Miracles in Pisa? We’ll find out – in a laid-back atmosphere between excursions, visits to trattorias and hikes. Between rolling hills, cypresses, and olive trees.

 

Tuscany gay travel

 

• Discover the best of Tuscany

• Relaxing hikes in the Chianti and San Gimignano regions

• Charming hotel with a luxurious pool

• Florence (Firenze) - a place to feast on world-class art and gourmet Tuscan cuisine.

• Pisa's iconic landmarks, rich history, and vibrant culture

 

Italy Tuscany gay tour

 

Tuscany Italy Gay Tour Itinerary

Day 1
Next stop – Tuscany!
Welcome to beautiful Montecatini!

It’s the perfect place to start your unforgettable gay holiday. The hotel is about a 15-minute walk from the station, but you can take a taxi if you’d like (not included).

Once you’ve settled in and explored the hotel grounds, you’ll get to meet your fellow travellers and your guide over a delicious welcome dinner at the hotel restaurant.

Meals Included: Welcome Dinner
Accommodation: Grand Hotel Croce di Malta, Montecatini Terme

 

Chianti Tuscany gay tour

 

Day 2
The rolling hills of Chianti
Take a deep breath and switch to relaxation mode.

Today, the coach takes you on a leisurely ride through the romantic landscapes of the Chianti region.

Once you’ve reached your destination, it’s time to lace up your hiking boots and set off on foot (2.5 hours, easy to moderate) through picturesque vineyards and past viewpoints overlooking the vast realm of the black rooster - the emblem of the Chianti Clasico wine region.

At lunchtime, delicious Tuscan pasta awaits you at a traditional winery - including a Chianti wine tasting (of course!).

Meals Included: Breakfast & Lunch
Accommodation: Grand Hotel Croce di Malta, Montecatini Terme

 

Florence gay tour

 

Day 3
Daydreaming in Florence
It’s a quick train ride to the heart of Florence where life is as vibrant today as it ever was!

You’ll stroll through the bustling market hall where you’ll inhale the unmistakable aromas of Tuscany between stands selling fennel, salami, pecorino cheese, and herbs.

Together with your guide, you’ll walk from Piazza della Signoria with its Palazzo Vecchio to Ponte Vecchio, where you’ll find traditional Florentine jewellery shops overlooking the idyllic Arno.

Don’t forget to catch a glimpse of the iconic dome of the Florence Cathedral.

With your reservation in hand, you’ll then go past the queue and straight into the Uffizi Gallery where Botticelli, Da Vinci, and others are waiting to inspire you.

Later you’ll return to Montecatini for another savoury dinner at the hotel.

Meals Included: Breakfast & Dinner
Accommodation: Grand Hotel Croce di Malta, Montecatini Terme

 

Lucca Tuscany gay tour

 

Day 4
The walls of Lucca and gardens galore
By train, you’ll reach the medieval city of Lucca with its historic city walls that still surround most of the old town.

Strolling through the Lucca Cathedral, San Michele, and the amphitheatre, you’ll find yourself immersed in a medieval world with a distinct modern flair.

In the afternoon, you’ll meet Lucia who will take you on another invigorating hike (2 hours, moderate) from Montecatini through idyllic Tuscan gardens to the neighbouring village.

After exploring the natural wonders of this magical place, a rustic dinner awaits you at the village trattoria among the locals.

Meals Included: Breakfast & Dinner
Accommodation: Grand Hotel Croce di Malta, Montecatini Terme

 

Siena Italy gay tour

 

Day 5
Siena on the horizon
Siena - a place of beauty straight out of a film. Even James Bond couldn’t resist the magnificence of this once-of-kind place.

You’ll admire the awe-inspiring black and white cathedral, the Campo - for many the most beautiful square in the world (!) - and still have time to wander through the romantic, twisting alleyways.

Make sure to stop at Nannini’s and try their famous sweets.

You’ll end the day back at the hotel where another delectable dinner awaits you. Have a glass or two of Chianti as you reflect on everything you’ve experienced so far on your gay adventure in Tuscany.

Meals Included: Breakfast & Dinner
Accommodation: Grand Hotel Croce di Malta, Montecatini Terme

 

San Gimignano gay tour

 

Day 6
Towers in the distance
Off to San Gimignano!

There you’ll marvel at the town’s medieval skyline - towers and more towers as far as the eye can see. These impressive structures were built by noble and merchant families to display their wealth and power.

At Piazza della Cisterna, you’re invited to enjoy Sergio’s award-winning gelato, while the Collegiate Church lures you in with its colourful frescoes.

At lunchtime, you’ll enjoy an array of homemade Tuscan specialities.

With your hunger stilled, you’ll go hiking (2 hours, moderate) through rolling hills to the best places to get views of San Gimignano.

Meals Included: Breakfast
Accommodation: Grand Hotel Croce di Malta, Montecatini Terme

 

Pisa gay tour

 

Day 7
Pisa and Viareggio
Keep your camera handy and get ready to be blown away!

Scattered across a lush green field, you’ll be mesmerised by the "white wonders" of Pisa: the towering Pisa Cathedral, the ornate Pisa Baptistery, the Campo Santo and, of course, the world-famous Leaning Tower (from the outside).

Once you’ve had your fill of this unforgettably fantastic place, it’s off to the sea. Take a stroll, have a gelato or perhaps a refreshing Aperol Spritz.

Later, you’ll take the cable car up to Montecatini Alto where you’ll enjoy one last dinner together with your travel mates overlooking a sea of endless lights – the perfect way to end an unforgettable gay holiday.

Meals Included: Breakfast & Dinner
Accommodation: Grand Hotel Croce di Malta, Montecatini Terme

 

Gay Tuscany travel

 

Day 8
Arrivederci!
The time has come to say "goodbye" – but who are you kidding? You know you’ll be back sooner than later! Once you’ve visited Tuscany, you’re hooked for life.

Included: • Breakfast

 

Gay Florence

 

Gay Tuscany

 

Why Tuscany?

• The magnificent region around Pisa, Siena, and San Gimignano offers picturesque landscapes that are both striking and peaceful - rolling hills, rows of cypress trees, olive groves, and charming historic towns that invite unhurried exploration.

 

Florence Italy gay tour

 

• Local food and wine are central to life in Tuscany. From Chianti reds to homemade pasta and seasonal ingredients, meals are relaxed, generous, rooted in deep tradition, and out-of-this-world delicious.

 

Pisa Italy gay tour

 

• Tuscany has a quietly inclusive atmosphere. In cities like Pisa and Florence, gay travellers will find open-minded locals and a growing, visible community that makes it easy to feel at ease.

• Whether it’s a quiet afternoon in a vineyard or a stroll through a sun-warmed piazza, Tuscany offers the kind of setting that encourages connection - with the place, the people, and with one another.

 

Gay Tuscany tour

 

• Art and history can be found at every corner - not locked away behind museum walls. From medieval architecture to Renaissance masterpieces and local festivals, culture is woven into the rhythm of Tuscan towns and cities and it’s there for everyone to enjoy.

 

San Gimignano, Tuscany gay tour

 

What's Included?

• Excursions in comfortable coaches and by public transport

• 7 nights in a double or single room with bath or shower/WC at the Grand Hotel Croce di Malta

• Breakfast, welcome dinner and 2 dinners at the hotel, lunch at a winery, dinner at a traditional restaurant, dinner at the village trattoria.

• English-speaking gay tour guide

• Entrance fees as per the itinerary including the Uffizi Gallery in Florence

• CO2 compensation – climate neutral gay tour

 

Tuscany gay trip

 

 

Grand Hotel Croce di Malta, Montecatini Terme

 

Tour Hotel

Grand Hotel Croce di Malta, Montecatini Terme

The Croce di Malta is located on Viale IV Novembre, an elegant avenue bordering the thermal baths in Montecatini Terme. Facilities include an outdoor pool and a spa with a heated indoor pool with chromotherapy. Restaurant Le Anfore is open every day.

 

Grand Hotel Croce di Malta pool

 

Grand Hotel Croce di Malta features design rooms and suites with free WiFi and LCD satellite TV, Some rooms have a balcony with views of the park, swimming pool, or the main street.

 

Grand Hotel Croce di Malta breakfast

 

Available at a surcharge, the Thai Silk spa of this 4-star superior hotel is complete with sauna, Turkish bath, sensory showers, single and twin massage rooms and a solarium. Beauty treatments can be booked.

 

Grand Hotel Croce di Malta room

 

The restaurant offers local cuisine and international dishes for lunch and dinner. The chef prepares meat and fish specialities, and many vegetarian options.

 

Positano Coast gay tour

 

 

Tase the Best Italian Foods

 

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Tuscany Italy Gay Group Tour Prices

Cabin Description
Per person
€ (EUR)
Availability

Tour Only, Per Person, Double Occupancy
Upgrade to a deluxe room with a balcony: + € 440 pp

€ 2,959

Tour Only, Per Person, Single Occupancy
Upgrade to a deluxe room with a balcony: + € 590

€ 3,499

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Prices are per person in EUR.

Deposit: €800 per person. Balance Due 90 days before departure

Price does not include 3% payment card charges. No additional charges on bank transfer payments.

 

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Pre/Post Tour Hotels

 

Book Florence, Italy hotels at Hotels.com

 

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Book Cheap flights on Oojo Incredible Offers on Italy Tours at Tours4Fun

 

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