Group Trip · Italy
Gay Group Trip: Luxury Amalfi Coast And Puglia Cultural Tour
Fixed departures
Dates and itinerary set, organised end to end. Tailor-made available too.
Your own specialist
One named person and a 24-hour number while you travel.
Hundreds of five-star reviews
Rated Excellent on Trustpilot across ten years of LGBTQ+ luxury travel.
At a glance
Prepare to be captivated by the unparalleled beauty of Italy as you embark on a remarkable journey through two of its most enchanting regions; the Amalfi Coast and Puglia. This gay group trip is thoughtfully designed to showcase the highlights of both these splendid destinations, offering an authentic Italian experience that extends from delectable cuisine to captivating encounters, all done the true Italian way.
The Amalfi Coast, with its dramatic cliffs and picturesque villages, ranks among the most beautiful landscapes on Earth. Its sheer beauty is an awe-inspiring testament to nature's grandeur, and your exploration will immerse you in its sheer magnificence. The Amalfi Coast will unfold before your eyes, revealing the charming villages, lush landscapes, and stunning vistas that make it an iconic destination.
Read more
On the other side of this Italian adventure lies the Puglia region, where you'll discover some of Italy's most captivating historical sites. This lesser-known gem holds the secrets of Italy's past, with historical treasures that tell stories dating back centuries. As you traverse Puglia, you'll be transported through time, gaining insights into the rich tapestry of Italy's history.
What truly sets this gay group trip apart is the commitment to authenticity. From the sumptuous food you'll savor to the remarkable places you'll explore and the unforgettable experiences you'll partake in, every aspect of your journey will be imbued with the true Italian way of life. It's a celebration of Italy's cultural richness and warm hospitality, ensuring that you not only see Italy but also feel and embrace its soul.

Day by day
Group departures follow a set route so everyone travels together. The nights and the order are fixed, but your specialist can add time either side. Prices are an entry-level guide; your quote will be exact.
Day 1: Rome
Today you’ll arrive in Rome where you will be met by a tour representative and transferred over to your starting hotel, right in the center of the city to allow you free time to explore all of the sights at your own leisure. In the evening you’ll meet for a group orientation and to meet your fellow travelers over a lovely welcome dinner.
Day 2: Pompeii To Positano
Today you’ll check out of the hotel and head for the train station where you’ll catch a scenic high-spreed train to the city of Naples. You’ll be met on the other side by the tour driver and guide for a tour of Naples as well as lunch in a traditional, local pizzeria. After the tour, you’ll make your way to the archaeological site of Pompeii – the ancient Roman city that was devastated in 79AD by the eruption of Mount Vesuvius that engulfed the city in lava, and thus preserved it for almost 2000 years for us to still see today. From here you’ll be transferred to Positano where you’ll be staying in a boutique hotel built high into the cliffs with gorgeous views of the village. This will be your base for the next few nights and where you’ll enjoy dinner with spectacular sunset views of the coast.
Day 3: Capri
In the morning you’ll walk down to the pier from the hotel and board the ferry over to Capri Island where you’ll be met by a local guide who will take you on a full day tour. You’ll walk through the hilltop town of Capri, through the public gardens that offer beautiful views of the island before enjoying lunch in a local cafe. After lunch, you’ll board a private motorboat to explore the Blue Grotto – an eerie sea cave which glows an almost luminescent blue color from the reflected sunlight. If the weather is poor, you will instead be driven up to Anacapri – the highest part of the island where you’ll find the ruined church of Villa San Michele turned unique, contemporary housing. In the afternoon you’ll get the ferry to Sorrento before being transferred back to Positano. Evening at leisure.
Day 4: Amalfi Coast
In the morning you’ll embark on a guided tour of the Amalfi Coast, including having lunch in the town of Amalfi which gave the famous shoreline its name. One of Italy’s most stunning and iconic landscapes, this UNESCO World Heritage Site is deemed an outstanding example of a Meditteranean landscape and is probably the most historic of the towns and villages along this stretch of coastline due to its military past. You’ll learn all about merchants and traders that built this village up to what it is today as well as enjoying the serene landscape of the Amalfi Coast. Evening at leisure.
Days 5 And 6: Matera
Today you’ll leave Positano and drive to Matera, found in Southern Italy. Here you will find the ancient Sassi homes (the word Sassi comes from the Italian word for ‘stones’) which are dug from the rocks themselves. These homes and other ancient Sassi structures are believed to be the oldest human settlements in all of Italy. The hotel you’ll be staying in here was a former church that the residents used here before being converted. It’s a very historic building and in some rooms, archaeological sites are free to see under the floor, covered with glass viewing panels. The next day you’ll embark on a guided walking tour, taking in all of the most interesting and fascinating parts of this old city which has been previously used in Hollywood blockbuster films as the backdrop for Jerusalem.
Day 7: Monopoli
Journey into Puglia, the picturesque “heel” of Italy’s boot. Rolling olive groves and whitewashed villages dot the landscape as you near the dazzling Southeastern coastline along the Ionian Sea. Your home is the coastal town of Monopoli, an old town enclosed by ocean and medieval walls. Once a stop on the ancient Roman Trajan Way, Monopoli still resonates with historic charm. Puglia’s rich scenery, cuisine, and culture await. Let this captivating region’s beauty cast its spell over the coming days.
Day 8: Castel Del Monte To Trani
Castel del Monte will be the first bit of sightseeing you do today, enjoying a tour around this grand UNESCO World Heritage Site that dates all the way back to the 13th century. This particular castle was built by the Swabian Emperor, Frederick II and is one of the only octagonal castles built. From here you’ll head to the port town of Trani where you’ll find the impressive synagogue that was built by the early Jewish settlers fleeing persecution from the Spanish around 1144 A.D. Stroll around the streets of this coastal town, enjoy lunch at a secret venue before returning back to the hotel.
Day 9: Trulli
Today you’ll visit nearby villages that feature the iconic ‘Trulli’ style architecture, such as Alberobello. The distinctive buildings are cylinder shaped with a cone-shaped limestone-tiled roof, with very thick walls and sometimes no windows at all. The oldest of these buildings date back all the way to the 14th century. A place not to miss is the Monti district which comprises of 1,030 Trulli-style buildings! In the evening, you’ll all come together for a special farewell dinner in a special, authentic Italian setting to reminisce about the journey you’ve had with your fellow travelers.
Our Experts
Italy is one of the best places in Europe to experience culture, food and beautiful scenery. With so much character and colour, the Amalfi Coast is a personal favourite of mine.
I never get tired of planning luxury vacations in Italy. There are so many magical cities and experiences to be enjoyed. Beaches, mountains and rolling countryside, there really is something for everyone.
Stellar service. Stellar products. Stellar people and it gets so much better when you pick up the phone and call.
Anthony S.
Super client centred service. From first contact I have had warm, efficient, friendly and flexible service.
John
I’m confident in giving Out Of Office a 5-star review! They are one of the leaders in this space without a doubt.
Tiberiu
Similar tours
Luxury Gay Matera & Puglia Tour: Caves, Masserie & Coast
Tailor-made HolidayThere are few places in Europe quite like Matera. Carved into a limestone ravine, its ancient Sassi are a maze of cave dwellings, rock-cut churches, hidden courtyards and steep lanes that seem to fold into one another.
8 days tailor-made from £5,670 per person View trip
Luxury Gay Honeymoon in Italy: Rome & Amalfi Coast
Tailor-made HolidayItaly is one of the best destinations on the planet for a honeymoon. Rome comes first: four nights in a city where ancient history and exceptional restaurants occupy the same street. Then the Amalfi Coast for five nights, where the agenda shifts to boat trips, cliff-top dinners, and endless views over the Mediterranean. The itinerary runs nine nights across two bases, with private transfers connecting every stage.
8 days tailor-made from £6,895 per person View trip
Rome’s Gay Legacy: A Luxury LGBTQ+ Tour Through the Roman Empire
Tailor-made HolidayThe Roman Empire's relationship with sexuality was fundamentally different from the morality imposed by later Christianity. Same-sex relationships existed openly among the elite, were documented in historical records, and shaped the empire's political and cultural landscape. What's often sanitised in standard history books becomes viscerally real when you stand in the actual spaces where these emperors lived, ruled, and loved. This isn't revisionist history.
10 days tailor-made from £5,655 per person View tripSee your complete itinerary before you decide.
Frequently asked questions
What does Out Of Office do?
Out Of Office is a luxury LGBTQ+ travel company specialising in tailor-made holidays and extraordinary journeys around the world. We create bespoke luxury holidays, LGBTQ+ honeymoons, safaris, cruises, beach escapes, private tours and group trips, with every itinerary designed around you. Our travel specialists combine global expertise, first-hand destination knowledge and trusted local partners to create seamless, highly personalised experiences.
Is Out Of Office a gay travel agency?
Out Of Office is an LGBTQ+ owned and run luxury travel specialist, with particular expertise in gay and LGBTQ+ travel. We understand the additional considerations that can come with travelling as an LGBTQ+ person or couple, from local laws and customs to finding genuinely welcoming hotels and experiences.
We welcome every traveller, including friends, families and allies. Many of our clients are not members of the LGBTQ+ community, but choose Out Of Office for our luxury travel expertise, personalised service and discretion.
Do you create tailor-made LGBTQ+ holidays?
Yes. Every tailor-made trip with Out Of Office is designed from scratch around your interests, travel style, budget and the way you want to experience a destination. We can arrange luxury hotels, private transfers, flights, guides, excursions, cruises and special experiences as part of one personalised itinerary. The journeys shown on our website are there to inspire you rather than restrict you; only clearly identified group departures operate as fixed itineraries.
How do you choose LGBTQ+ friendly hotels and destinations?
We combine first-hand destination knowledge with trusted local expertise to recommend luxury hotels, resorts and experiences where LGBTQ+ travellers can feel informed and welcome. We also consider the laws, customs and attitudes of each destination, because LGBTQ+ rights and experiences differ around the world. Our team regularly visit many of the properties we work with and where a destination requires greater awareness, we give you clear and considered advice so that you can make an informed decision about where and how you travel.
We plant trees for every booking
For every booking made with Out Of Office we commit to planting trees in your name to help reduce the impact of travel on future generations. You'll even get a link to see where your trees are planted in the world via our partner Ecologi.
We donate to Rainbow Railroad with every booking
Rainbow Railroad helps LGBTQ+ people escape state-sponsored violence and persecution. A donation goes with every trip we sell, funded by us and never added to your price.
Speak To Us About This Group Trip
Tell us which departure interests you and one of our LGBTQ+ travel specialists will confirm availability and talk you through the trip, including any tailor-made extensions you would like to add before or after the group dates.
One named specialist, first enquiry to homecoming. No call centre, and nothing is charged until you decide to book.