Gay Singles Week

Gay Singles Week in Italy

Foodies Tour of Puglia

€2990 or USD $3490

Deposit €500 or USD $550

30 August – 5 September 2027

Highlights of our very own Gay Singles Week

  • Meet like-minded singles
  • Learn to cook like the locals
  • Gastronomy meals from the best parts of the region
  • Visit local markets and learn all about the ingredients of Puglia
  • Wine tasting
  • Olive oil degustation
  • Visit key sights including, Lecce, Gallipoli, Otranto, Galatina and Nardo’
  • Make new friends from all over the world
  • Accommodation in a 4* Masseria Relais or Hotel (or Private villa)
  • Be pampered by your Italy Gay Travels host, Sergio

Accommodation. In 2026 we are staying in the Hotel Relais Masseria Santa Teresa. Dating back to 17th century, this ancient farmstead, a Masseria, has been recently converted into a 4 stars Hotel Relais with elegant rooms and suites, a Restaurant and a Wellness Area. Located in the earth of Salento, in a vast estate surrounded by the green of the Mediterranean scrubland, with both olive and pine trees, this hotel is close to the amazing beaches of Gallipoli, in the amazing countryside of Sannicola.

€2990 or USD $23490 in your own En- Suite Private Room.

At the moment of Booking a Deposit (€500) is required. Final Payment is due no later than 90 days before Departure.

Small Group Vacation for 4 up to 12 guests

Fly in and out of Brindisi airport.

Frequently Asked Questions

Is Gay Singles Week a dating event?

No. Gay Singles Week is a social and cultural vacation designed for LGBTQ+ solo travelers. While friendships and connections often develop naturally, the focus is on travel, food, culture, and community.

Can I join if I am traveling alone?

Absolutely. In fact, most guests travel solo. Singles Week is specifically designed to make solo travelers feel comfortable and included from the moment they arrive.

What is the average age of guests?

Our guests typically range from their 30s to 60s, although adults of all ages are welcome. The common denominator is a love of travel, culture, food, and meeting new people.

Why is Puglia ideal for gay singles?

Puglia offers beautiful beaches, excellent food and wine, charming historic towns, a welcoming LGBTQ+ atmosphere, and a relaxed Mediterranean lifestyle that makes it easy to connect with fellow travelers.

Is there LGBTQ+ nightlife in Puglia?

Yes. Gallipoli is considered the LGBTQ+ capital of Southern Italy and offers beach clubs, bars, parties, and a vibrant summer atmosphere.

What airport should I fly into?

The recommended arrival airport is Bari (BRI) or Brindisi (BDS), depending on flight availability.

Price per person (based on your own Private Room)

  • €2990 or USD $3490 in your own En- Suite Private Room.

Services included

  • 7 Days / 6 nights accommodation
  • Meals included as listed in the itinerary. Main meals are all 2 courses with free flow water and 1 glass of wine (or a beer) included. Desserts are not included
  • Exclusive stay at a Private Villa with swimming pool or 4* Hotel
  • All Cooking lessons
  • All transfers required on the tour
  • Guided tour of towns and cities
  • Wine and Olive Oil Tasting Experiences
  • Information material
  • ‘Italy Gay Travels’ provides a Vacation Manager for the duration of the whole trip, who will coordinate all activities and accommodation.
  • All costs/entry fees for the activities listed in the itinerary are included.
  • All transportation during the vacation is included. Transportation is in private van/minibus/car
  • 24 hour phone assistance

Services not included

  • 4% Credit Card Commission Fee
  • Flights
  • Insurance, tips and everything not listed as Included
  • A tip /gratuity starting from €100 for the Vacation Leader and his staff  is expected

Duration

  • 7 days / 6 nights (7 days of activities)
  • Learn to cook like a local with a hands-on cooking lessons from a Pugliese chef.
  • Learn to make fresh pasta.
  • Buy local produce in the local Markets, a good opportunity to practice your language!
  • Prepare a meal with your host – a key part of Puglia cuisine.
  • Dine in selected restaurants
  • Winery and vineyard visit to explore the local wines of the region.
  • Explore the top cities in the area such as Lecce, Gallipoli, Nardo’, Otranto and Santa Maria di Leuca.
  • Olive Oil from centuries old trees with a degustation of several types of olive oil.
  • Wine tasting of the region’s local wines including wines made from indigenous.
  • Local Cheeses such as burrata, caciocavallo, pecorino and cacioricotta.
  • Pastries and desserts including the famous pasticciotto.
  • Focaccia & taralli.
  • Fresh Seafood.
  • Local fresh produce including fave (beans), rape (stems and leaves of Broccoli) and courgette flowers.
  • Italian Liqueurs such as Amaro and Limoncello.
  • An array of meals showcasing the best of Puglian cuisine.
This tour is open to all levels of cooking skills and to anyone in relatively good shape. There will be a fair amount of walking involved.
En suite rooms in a Private Villa or 4* Hotel. 6 Breakfasts, 6 Dinners, 2 Lunches included. Main meals are all 2 courses with free flow water and 1 glass of wine included.
Upon arrival to the villa or the hotel you will be greeted and briefed to the activities of the week ahead. You will be provided with an assistance number you can call us at any time during your stay.

Gay Singles Week in Italy 2027 | Puglia Food & Wine Vacation

The Ultimate Gay Singles Vacation in Italy

Come Solo. Leave with New Friends.

Gay Singles Week in Italy is a luxury LGBTQ+ group vacation designed for solo gay travelers looking to combine authentic Italian culture, food, wine, beaches, and meaningful social connections. Hosted in beautiful Puglia, Southern Italy, this 7-day experience combines culinary adventures, guided sightseeing, beach time, and a welcoming community of like-minded travelers.

Dreaming of an authentic Italian escape where incredible food, beautiful beaches, cultural discoveries, and meaningful connections come together?

Welcome to Gay Singles Week in Puglia, Italy Gay Travels’ signature luxury food, wine, and social vacation designed exclusively for LGBTQ+ solo travelers.

This isn’t a dating event. It’s a carefully curated Gay Singles Tour of Italy created for men who love travel, culture, food, wine, and meeting like-minded people from around the world in a relaxed and welcoming atmosphere.

For one unforgettable week, you’ll experience the very best of Southern Italy while staying in a beautiful private villa with pool and sea views or a stylish beachfront hotel in the heart of Salento. Together we’ll explore hidden coastal towns, enjoy unforgettable culinary experiences, discover local traditions, sail crystal-clear waters, and create friendships that often last long after the vacation ends.

Whether you’re traveling solo for the first time or are a seasoned independent traveler, you’ll immediately feel part of the group.

The Itinerary – Gay Singles Week Puglia

1

Day 1

Day 1 – Arrival in Puglia & Welcome Dinner

Your Gay Singles Week adventure begins as we settle into our villa or 4-star hotel. After check-in, enjoy a delicious welcome aperitif dinner with prosecco and local wine—a perfect start to meeting fellow gay singles and diving into the flavors of Puglia.

Meals included: Welcome Dinner

2

Day 2

Day 2 – Cooking Class & Gallipoli

After breakfast, take part in your first hands-on cooking class led by a local chef. Learn how to prepare traditional Salento recipes using fresh, seasonal produce. Together, we’ll cook and of course, eat what we’ve created!

In the afternoon, discover Gallipoli, famous for its sandy beaches and historic old town. Relax by the sea or stroll the charming streets before dinner and gelato Italian-style.

  • Meals Included: Breakfast, Lunch, Dinner

3

Day 3

Day 3 – Boat Excursion & Otranto

This morning we head to Castro, a coastal gem loved for its natural beauty. From here, we board a private boat to explore sea caves and hidden beaches, with time for a refreshing swim.

After lunch, we continue to Otranto, the easternmost city in Italy, where East meets West in architecture and atmosphere. Explore at your own pace before returning for a traditional Pugliese dinner.

  • Meals Included: Breakfast, Dinner

4

Day 4

Day 4 – Market Visit & Pasta Making

Shop like a local at a bustling farmers’ market before returning to the villa for a pasta-making class with a traditional Italian mamma. Learn to shape fresh orecchiette, the iconic pasta of Puglia.

Later, explore Galatina, known for its stunning Baroque architecture, before enjoying dinner in a local trattoria.

Meals Included: Breakfast, Lunch, Dinner


5

Day 5

Day 5 – Wine Tasting, Seaside Lunch & Lecce

Taste Salento’s most celebrated wines—Primitivo and Negroamaro—during a guided winery visit. Then relax with a seaside lunch near Nardò, in the charming villages of Santa Caterina and Santa Maria al Bagno.

In the afternoon, discover Lecce, the “Florence of the South.” After a guided walk, enjoy free time to shop, sip an aperitivo, or simply take in the Baroque beauty. The evening ends with dinner in Lecce’s historic center, followed by drinks at gay-friendly bars.

Meals Included: Breakfast, Dinner


6

Day 6

Day 6 – Olive Oil Experience & Farewell Party

This morning we visit an ancient olive grove and traditional frantoio to taste some of the world’s finest extra virgin olive oils. In the afternoon, relax by the pool or prepare for our festive farewell barbecue dinner.

For those who want to keep the party going, we’ll head to Gallipoli, the gay capital of Southern Italy, for drinks at local gay bars.

Meals Included: Breakfast, Dinner


7

Day 7

Day 7 – Departure

After breakfast, it’s time to say goodbye to your new friends. Your Gay Singles Week in Puglia may be over, but the memories—and connections—will last a lifetime.

Want more? Extend your trip with our Big Pride Party – Beach Edition on the weekend before, the perfect way to keep the celebration going!

Meals Included: Breakfast

Extend Your Vacation with Big Pride Party Weekend

Why stop at one amazing event? Many guests choose to arrive early and join our famous:

🌈 BIG PRIDE PARTY WEEKEND

Gallipoli, Puglia

27 – 29 August 2027

Big Pride Party: Three unforgettable days of beach clubs, pool parties, sunset gatherings, international LGBTQ+ travelers, and Mediterranean summer vibes.

Then, on 30 August, continue directly into Gay Singles Week with the friends you’ve already made. Together, the two events create one spectacular LGBTQ+ vacation filled with Pride, friendship, food, culture, sunshine, and unforgettable memories.


Why Gay Singles Love Puglia

Puglia has quietly become one of Europe’s most exciting LGBTQ+ destinations. Frequently featured among the best food destinations in Italy, Puglia is famous for its fresh seafood, handmade orecchiette pasta, world-class olive oil, Primitivo wines, and some of the most beautiful beaches in the Mediterranean.

Located in the heel of Italy’s boot, this spectacular region combines:

🌈 A welcoming LGBTQ+ atmosphere

🍷 World-class food and wine

🏖️ Stunning beaches and turquoise waters

🏛️ Historic towns rich in culture and history

☀️ More than 300 days of sunshine per year

💙 A slower, more authentic Italian lifestyle

Unlike crowded tourist destinations, Puglia offers a genuine taste of Italy where life revolves around good food, good company, and unforgettable experiences.

It’s the perfect setting for a Gay Singles Holiday.

What Makes This Gay Singles Vacation Different?

Most group tours focus on sightseeing.

We focus on experiences.

During Gay Singles Week, you’ll enjoy a perfect balance of social activities, cultural immersion, relaxation, and free time.

🍝 Learn to cook authentic Puglia recipes alongside local chefs

🍷 Taste award-winning Primitivo and Negroamaro wines

⛵ Explore hidden coves and sea caves during a private boat excursion

🫒 Visit centuries-old olive groves and family-run producers

🏛️ Discover beautiful towns including Lecce, Gallipoli, Otranto, Castro and Galatina

🏖️ Relax on some of Italy’s most beautiful beaches

🌅 Enjoy sunset aperitivos, long dinners and unforgettable evenings with new friends

This is more than a vacation. It’s an opportunity to reconnect with yourself, meet incredible people, and experience Italy through the eyes of locals.

The Perfect Vacation for Gay Solo Travelers

One of the most common concerns we hear is: “Will I feel awkward traveling alone?”. The answer is absolutely not.

In fact, most guests join Singles Week on their own. By the end of the first evening, everyone is sharing stories over wine, making plans together, and feeling like part of the group.

Many of our guests return year after year and often reunite on future Italy Gay Travels vacations. Some arrive as strangers. Most leave as friends.

Why Book Early?

One of the best parts of Singles Week is the people. We’re already building our 2027 group, and early bookings help create the community that makes this vacation so special.

Gay Singles Week in Italy Awaits

If you’re looking for the perfect combination of authentic Italy, amazing food, beautiful beaches, cultural experiences, and meaningful LGBTQ+ connections, you’ve found it.

Join us in Puglia and discover why so many travelers call this their favorite Gay Singles Vacation in Europe.

Puglia Foodies Vacation – Singles Week

30 August – 5 September 2027

🌈 Come Solo. Leave with New Friends.
🍷 Discover Italy Through Food & Wine.
☀️ Experience the Magic of Puglia.

Whether you’re looking for a Gay Singles Vacation in Europe, a food and wine tour of Italy, or simply a welcoming group of LGBTQ+ travelers to explore with, Gay Singles Week in Puglia offers the perfect combination of friendship, culture, sunshine, and authentic Italian experiences. Join us in Southern Italy and discover why so many guests return year after year.