How to Plan a Group LGBT Trip for You and Your Friends

May 29, 2025

How to Plan a Group LGBT+ Trip for You and Your Friends

There’s something truly special about travelling with your chosen family. Whether it’s a sun-soaked beach break, a cultural escape, or a city filled with nightlife, gay group holidays offer a chance to relax, explore, and celebrate life together. But where do you begin?


From picking the perfect destination to handling the logistics, planning group travel takes more than enthusiasm. It takes insight. That’s where we come in.


At Wide Awake Holidays, we believe that "gay friendly" is not always friendly enough. We tailor-make trips that reflect your identity, your community, and your expectations. Whether it’s your first time away as a group or your tenth, we’re here to help you plan a trip you’ll talk about for years.


Step One: Agree on the Vibe


Start with a group chat. What does everyone want? Some may want parties. Others may crave peace. It’s best to talk early.


Is this a milestone birthday or a casual getaway? Do you want one hotel or separate apartments? These early chats shape everything.


Make sure everyone is heard. It’s the first step to making memories.


Step Two: Choose the Right Destination


Here are five of the best destinations for gay group holidays, each offering something unique.


Spain: Perfect for Sun, Cities, and Celebrations


Spain never disappoints. Whether you’re heading to Sitges, Madrid, or Gran Canaria, you’ll find a country that welcomes you with open arms.


Many groups start their trip in Barcelona and end up beachside in Sitges. The combination of culture, coast, and clubs is hard to beat.


We have lots of Spain-based group offers you can ask us about.


How Gay Friendly is Spain?


  • Legal Status: Homosexuality has been legal since 1979.
  • Marriage Equality: Same-sex marriage has been legal since 2005.
  • Discrimination Laws: Laws prohibit discrimination based on sexual orientation.
  • Employment Protection: National laws support equal rights in the workplace.
  • Age of Consent: Equal for all sexual orientations.
  • Public Opinion: Spain ranks among the most LGBT-affirming nations in Europe.


Greece: Laid-Back and Full of Character


Greece offers island escapes, party options, and historic charm. Mykonos is world-famous for a reason, but other islands like Skiathos and Lesvos have their own magic.


It’s also a great destination for groups who want a mix of pool time and exploring.


We can help you pick the Greek island that suits your group’s pace. Offers available.


How Gay Friendly is Greece?


  • Legal Status: Homosexuality decriminalised in 1951.
  • Marriage Equality: Civil partnerships for same-sex couples since 2015. Marriage equality passed in 2024.
  • Discrimination Laws: Anti-discrimination protections in place.
  • Employment Protection: LGBT+ workers are protected under Greek law.
  • Age of Consent: Equal.
  • Public Opinion: Becoming more open, particularly in tourist areas.


Portugal: City Charm and Coastal Calm


Lisbon is one of Europe’s most inclusive capitals. With its mix of culture, nightlife, and sea views, it makes a great start or end point for a trip.


Algarve towns like Albufeira offer sunshine and space to unwind. Portugal is a great choice if your group wants variety.


Ask us about current offers for Portugal’s top resorts and city hotels.


How Gay Friendly is Portugal?


  • Legal Status: Homosexuality has been legal since 1982.
  • Marriage Equality: Same-sex marriage legal since 2010.
  • Discrimination Laws: Broad protections in law.
  • Employment Protection: Guaranteed.
  • Age of Consent: Equal.
  • Public Opinion: One of the most LGBT-friendly countries in the world.


Thailand: Exotic, Warm, and Welcoming


Thailand blends beauty and acceptance. From Bangkok’s clubs to Chiang Mai’s calm to Koh Samui’s beaches, you’ll find somewhere to suit every kind of traveller.


Group trips here work best with a balance of rest and adventure.


We have excellent packages to Thailand suitable for groups of all sizes.


How Gay Friendly is Thailand?


  • Legal Status: Homosexuality decriminalised in 1956.
  • Marriage Equality: A civil partnership law is in progress; same-sex marriage legislation expected soon.
  • Discrimination Laws: Some protections exist.
  • Employment Protection: Limited but improving.
  • Age of Consent: Equal.
  • Public Opinion: Widely tolerant, particularly in urban and tourist areas.


USA: Big Cities and Bold Memories


From New York Pride to West Hollywood’s nightlife, the US has long been a playground for LGBT+ groups.


Cities like San Francisco, Chicago, and Miami all have rich queer cultures. The key is to pick the right time of year.


We’ll help you find US group travel deals that include direct flights and flexible options.


How Gay Friendly is the USA?


  • Legal Status: Homosexuality decriminalised nationwide by 2003.
  • Marriage Equality: Legal since 2015.
  • Discrimination Laws: Vary by state; some protections are strong, others weaker.
  • Employment Protection: National protections exist, though local differences apply.
  • Age of Consent: Varies but generally equal.
  • Public Opinion: Generally supportive, though experiences can differ by location.


Making It Work for Everyone


Planning for a group means planning for different needs. One friend might need wheelchair access. Another may want to opt out of early starts. That’s normal.


The key is flexibility. Pick a base everyone likes and allow for side trips.


We recommend:


  • Picking a destination with multiple activity options
  • Letting each traveller vote on key decisions
  • Using group polls to decide on excursions
  • Planning some solo downtime


These tips help avoid burnout and keep the trip fun.


Managing the Money Side


Money talk can be awkward. But it matters. One person may want luxury, while another has a tighter budget.

Agree early on how bills will be handled. Options include:


  • Group kitty for shared meals and taxis
  • Splitting accommodation evenly
  • Allowing individuals to opt out of more expensive extras


We can help you set realistic expectations and suggest properties with flexible pricing.


What to Pack for a Gay Group Holiday


Packing for a group trip is about fun, not formality. Here's what we recommend:


  • One dress-up outfit (you never know)
  • Daywear for exploring
  • Swimwear for every mood
  • Sunscreen and aftersun
  • Local currency (some places are still cash-first)
  • Portable charger and plug adaptors
  • Personal essentials and any travel meds


Matching T-shirts? Optional. Group WhatsApp? Essential.


How Wide Awake Holidays Supports You


We know that gay group holidays aren’t like any other trip. You need comfort, safety, and freedom to be yourselves.


As a member of Protected Trust Services with an ATOL licence, Wide Awake Holidays offers:


  • Full financial protection
  • Supplier Failure Insurance
  • Scheduled Airline Failure Insurance


Your money is held in a secure, independent trust account until your trip is confirmed. You’re covered even if a supplier fails.


More importantly, we tailor everything. From the vibe to the villa, it’s built around you.


Jamie Says:

"Planning a trip with friends is one of life’s great joys. When it’s done right, it’s not just a holiday – it’s a memory you’ll carry forever."


Tips from Our Team


Want to keep things smooth? Here are a few group-tested tips:


  • Book early for better rates and room choices
  • Assign one or two group leaders to manage logistics
  • Don’t over-schedule – leave space for spontaneity
  • Share a group calendar or itinerary app
  • Create a shared photo folder after the trip


Don’t Forget the Little Extras


Some of the best group moments come from thoughtful details. That might be:


  • A surprise celebration for someone’s birthday
  • A gift bag on arrival
  • A private excursion just for your group


We’re happy to help arrange all of these. It’s what makes tailor-made holidays so memorable.


You Deserve a Holiday That Fits You


Travelling with your people is powerful. It builds bonds, lightens moods, and reminds you what matters.


Whether your crew is party-forward or peaceful, we can plan something that fits.


Call us on 01495 400947 or use our enquiry form to start planning your perfect group escape.


Or head to our website and build your own trip using the search bar at the top of every page. You can create something as unique as your friendships.


And if you want us to take care of everything? We’re just a message away.

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