What to Pack for Your First LGBT+ Solo Trip

June 18, 2025


What to Pack for Your First Gay Single Holidays Adventure

Planning your first solo LGBT+ getaway? Whether you’re craving culture, sunshine, or community, gay single holidays are a powerful way to explore the world on your terms. They’re a chance to meet people, grow your confidence, and break free from everyday labels. But packing for a solo trip isn’t quite the same as packing for a group escape or couple’s retreat. You’re not just bringing clothes—you’re packing for possibility.


At Wide Awake Holidays, we understand that sometimes "gay-friendly" just isn’t friendly enough. We’re gay-owned, UK-based, and part of Protected Trust Services with full ATOL protection. Our team works with over 200 tour operators to build tailor-made trips that reflect your identity, safety, and travel goals. So before you zip up your suitcase, let’s unpack what really matters.


What Makes Gay Single Holidays Different?


Gay single holidays aren’t just about where you go—they’re about how you feel when you get there. Travelling solo means complete freedom, but it also means being prepared.


There’s no partner to split the packing list with. No group to fall back on if plans change. Everything is up to you—and that’s a good thing.


You get to design your trip your way. From flirtatious beach days to quiet wellness escapes, there’s space to focus entirely on what brings you joy.


But this also means your suitcase needs to reflect that independence.


So what exactly should you pack?


Gay Single Holidays Packing List Essentials


Let’s break it down.


1. Confidence Clothes


Pack at least one outfit that makes you feel amazing. Whether it’s a harness top for nightlife or a bold print for a day exploring the city, confidence is the best thing you can wear.


  • One dress-up outfit (for clubs or fine dining)
  • One fun, flirty look (perfect for beach bars or pool parties)
  • Casual, comfy daytime pieces (that still show personality)


2. Solo Travel Tech


Being on your own means relying more on tech to stay safe and connected. Don’t forget:


  • A portable power bank
  • A lightweight international adapter
  • Earphones with a built-in mic (great for voice notes or travel apps)
  • Your phone with roaming or local SIM sorted


3. Essentials for Connection


Whether you want to meet people or just feel part of the community:


  • Download apps like Grindr, HER, or Meetup (check safety settings!)
  • Bring small tokens from home to share (flag pins, Pride bracelets)
  • Have a list of queer-friendly venues in your destination


4. Day-to-Night Swaps


As a solo traveller, you don’t want to be weighed down. Choose pieces that work across day and night:


  • Dark jeans or shorts that can dress up with a shirt
  • A stylish pair of sandals or clean trainers
  • One swimwear look that turns heads but doesn’t scream tourist


5. Health & Wellbeing Kit


Take care of yourself. You’ve only got one you.


  • Travel-sized sunscreen and skincare
  • Any medications in original packaging
  • Condoms, lube, and PrEP (if applicable)
  • A refillable water bottle


Where Are You Going?


Your destination shapes your suitcase. Here are three solo-friendly destinations worth considering, with practical insights to help you feel secure and celebrated.


Gay Single Holidays in Spain


Spain is a solo traveller’s paradise. Cities like Sitges, Barcelona, and Madrid are easy to navigate, buzzing with LGBT+ life, and packed with experiences for every type of gay holiday.


How Gay Friendly is Spain?


  • Homosexuality: Legal since 1979
  • Same-Sex Marriage: Legal since 2005
  • Discrimination Laws: Strong protections
  • Employment Protections: Yes
  • Equal Age of Consent: Yes
  • Public Opinion: Very supportive


Looking for a hotel? Axel Hotel Madrid is adult-only and LGBT-owned. It’s lively, stylish, and ideal for solo travellers.


Gay Single Holidays in Thailand

T

hailand blends beach bliss with cultural charm. From Bangkok’s clubs to Phuket’s lazy shores, solo LGBT+ travellers feel welcomed.


How Gay Friendly is Thailand?


  • Homosexuality: Legal since 1956
  • Same-Sex Marriage: Not legally recognised (but under review)
  • Discrimination Laws: Patchy, improving
  • Employment Protections: Some exist
  • Equal Age of Consent: Yes
  • Public Opinion: Generally tolerant in tourist areas


Babylon Bangkok is a legendary gay guesthouse with a spa, pool, and bar scene—perfect for solo connection.


Gay Single Holidays in Portugal


Lisbon and Porto blend safety, style, and some of the most beautiful coastlines in Europe. Portugal is fast becoming a solo favourite.


How Gay Friendly is Portugal?


  • Homosexuality: Legal since 1982
  • Same-Sex Marriage: Legal since 2010
  • Discrimination Laws: Broad protections
  • Employment Protections: Yes
  • Equal Age of Consent: Yes
  • Public Opinion: Warm and accepting


The Late Birds Lisbon is an exclusively gay hotel with a relaxed social vibe and lush garden pool.


If you’re unsure how welcoming a destination might be, it's always worth checking trusted sources that outline your rights as an LGBT+ traveller.


Jamie Says:

"Packing for gay single holidays isn’t just about outfits. It’s about giving yourself permission to feel ready—for adventure, new friendships, and real confidence. Wherever you go, bring your full self."


Jamie Wake, Founder of Wide Awake Holidays


What to Leave Behind


You don’t need to carry everything.


  • Big guidebooks (download apps instead)
  • Expensive jewellery (keep it simple and safe)
  • Overly rigid plans (stay open to new people and places)


Solo travel should feel light. Don’t pack your worries.


Staying Safe While Travelling Solo


Even with all the fun, safety matters. Here’s how to stay secure:


  • Share your itinerary with a trusted contact
  • Don’t overshare location on apps
  • Carry a small amount of cash and have a backup card
  • Trust your gut. If it doesn’t feel right, walk away


Our team can suggest LGBT-friendly local guides, excursions, and stays to make you feel confident abroad.


Why Book with Wide Awake Holidays?


Solo doesn’t mean unsupported. Booking with us means:


  • Full ATOL protection for your package holidays
  • Membership with Protected Trust Services
  • Supplier Failure Insurance
  • Scheduled Airline Failure Insurance


We also offer:


  • Tailor-made itineraries to match your vibe
  • Access to over 200 tour operators worldwide
  • Honest advice from a team who get it


We believe in personal service—because your travel story is personal.


Call Us Today


Whether it’s your first trip or your next big adventure, Wide Awake Holidays is here to make your gay single holidays unforgettable.



Call us now on 01495 400947 or use the holiday enquiry form on our website to start planning.

Frequently Asked Questions

  • What are gay single holidays?

    They're solo travel experiences designed for LGBT+ travellers who want to explore on their own.

  • Do I have to stay in gay-only hotels on gay single holidays?

    Not at all. But we offer options where you can feel fully at ease and celebrated.

  • Are gay single holidays safe?

    Yes—especially when booked through trusted agencies like Wide Awake Holidays.

  • What destinations are best for gay single holidays?

    Spain, Portugal, and Thailand are great for first-timers.

  • Can I meet people while travelling solo?

    Absolutely. We can build in group tours or events for social connection.

  • What’s the benefit of booking through you?

    You get protection, expert advice, and a personal touch you won’t find elsewhere.

  • Can you arrange transfers and excursions?

    Yes, everything from airport pickups to nightlife tours can be added.

  • Are these trips only for men?

    Not at all. We design holidays for all identities under the LGBT+ umbrella.

  • How soon should I book my gay single holiday?

    The sooner, the better—especially for peak travel times.

  • What’s the best way to get started?

    Call us or fill in our enquiry form. We’ll take care of the rest.

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