4 Perfect Destinations for Best Friend Trips


Some trips just hit differently when you’re with your best people. Whether you’re chasing sunsets, sharing midnight street food, or just catching up somewhere new, the right group travel destination can turn a friend trip into a core memory.

We’ve rounded up four perfect places to plan your next friend getaway – each one packed with good food, low-pressure adventure, and plenty of space to vibe, explore, and just be together.

A group of friends walking through a colorful street market, laughing and exploring together with cameras and shopping bags.

Why This Trip / Place?

Friend trips aren’t about hitting every landmark or stuffing your days with tours. They’re about the moments that only make sense with your crew: inside jokes, café mornings that turn into all-day hangs, and late nights you didn’t plan.

These four spots are perfect for that energy – where you can move at your own pace, split the bill easily, and make space for whatever vibe the group brings.


Trip Vibe / Who It’s For?

  • Friends who prioritize connection over checklist sightseeing
  • Groups looking for flexible, walkable, or transit-friendly cities
  • Travelers who love food, culture, and chill exploration
  • People who want to plan a trip that feels as good as it looks

Location Itinerary / Key Highlights

Lisbon, Portugal

New Orleans, Louisiana

Tulum, Mexico

  • Explore: Beach clubs, jungle cenotes, ruins by the sea
  • Eat: Street tacos, beachside brunches, local mezcal spots
  • Do: Chill pool days, yoga mornings, beachfront bonfires
  • Vibe: Barefoot luxury, bachelorette-adjacent, ultra-relaxed

Montréal, Canada

  • Explore: Old Montréal, Plateau Mont-Royal, river paths
  • Eat: Poutine, farmers markets, rooftop bars
  • Do: Bike to indie coffee shops, hit summer festivals, linger in parks
  • Vibe: European flair, summer street culture, casual cool

Planning Tips / Local Advice

  • Group Logistics: Lisbon and Montréal are extremely walkable and perfect for splitting Airbnbs.
  • Transit-Friendly: New Orleans and Lisbon have iconic streetcar/tram systems, perfect for group exploration without cars.
  • Booking Windows: Tulum books up quickly in winter and spring — for summer trips, you’ll find easier access and lower prices.
  • Food Lovers: Montréal and New Orleans shine for group-friendly eating with casual, local spots that don’t need reservations.

How to Use Airial in This Situation

Use Airial’s collaborative planning tools to:

  • Build a shared vibe board for the group
  • Customize your trip by food stops, sunset views, or street markets
  • Drop saved TikToks, Reels, or local guides directly into the Airial planner
  • Share editable trip links so everyone can contribute without derailing the plan

Airial makes it simple to go from “Let’s go somewhere” to a fully vibe-checked, friend-approved itinerary in minutes.

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