Tackling Trips with Friends!
I’m never too old or too busy to get away with my friends once in a while! Some of my favorite travel memories include building the best adventures with friends worldwide: road trips together in Spain, making new friends in Sri Lanka, and even hosting friends in my Boston hometown. I’d love to get your own trip out of the group chat by offering some logistical tips, epic far away destination ideas and great weekend getaway itineraries too.
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Not sure where to start? Jump into one of these popular friend-trip ideas:
- Weekend getaway inspiration → Newport, Rhode Island: girlfriend getaways in the off season!
- My fave girls’ trip idea → Girls Weekend in Boston: A Local’s Neighborhood Guide (2026)
- My fave guys’ trip idea → LA After 40: A Guide to Sun, Music, and Delicious Discoveries
- Group activities once you arrive → Cervino vs. Aosta: How to Plan a Girls’ Ski Trip in Italy
Quick Weekend Getaway Ideas With Friends
Weekend trips are perfect for recharging and reconnecting without the stress of long travel days. Whether you’re heading to a coastal town, a city escape, or a nearby scenic destination, these guides offer inspiration and easy itineraries for memorable short trips with friends.
Featured: Plan for P-Town: 24 Hours in Provincetown, Massachusetts
Top guides:
- A Weekend for 30-Somethings in Portland, Maine: Rooftop bars, Breweries and Biking
- A California Girl’s Staycation: Escaping in Huntington Beach
- Cervino vs. Aosta: How to Plan a Girls’ Ski Trip in Italy
- Boston Bound: Your Essential Girls’ Weekend Guide
- Things to do in Sarasota, Florida: Girls Spring Break Getaway
Where to Go With All Your Whole Crew
Choosing the right destination is often the first step in planning a memorable group trip. From European hotspots to scenic escapes and culturally rich cities, these guides highlight some of the best places around the world that are ideal for traveling with friends.
Top guides:
- Top 5 Destinations for Group Travel in Portugal
- Top 10 Things to Do in Sri Lanka as a Group
- Top 5 Destinations for Group Travel in Spanish Islands
- From Desert Treks To City Sights: A Complete Group Guide To Riyadh
- Top 5 Destinations for Group Travel in Greece
- 5 Golf Inspired Group Holidays
Girls’ Trip Destinations
Girls’ trips and friend getaways are all about connection, relaxation, and exploring somewhere new together. Whether you’re planning a quick escape or a full weekend itinerary, these guides highlight destinations and experiences that are perfect for creating lasting memories with your group.
- Featured: City Girl’s Guide to Sedona, Arizona
Top guides:
- What to Know Before You Go: Medellín and Guatapé, Colombia
- A Hamburg Music Festival and More in Germany
- Panama City, Edited: The Best Bits for a First Visit
- The Perfect Thailand Itinerary: Bangkok, Islands, and a Northern Escape
- Best Key West Sunset Spots in Florida (and Everything Else to do on the Islands Too!)
Tips to Plan a Group Trip
Planning a trip with friends doesn’t have to be stressful. From booking accommodations to coordinating schedules and budgets, these guides will help you organize a smooth and memorable group getaway.
Featured: 10 Helpful Tips For Traveling With Friends Without Ruining The Trip
Top guides:
- 5 Quick Tips on Group Travel
- A Look At The Benefits of Group Travel
- 5 Luxury Travel Destinations for Large Groups
- Group Travel Trips from Top Travel Bloggers: Fave Destinations
- Smooth Rides and Happy Teams: The Ultimate Guide to Large Group Transit
Packing, booking hacks, and inspiration for traveling with friends
Planning a group trip goes beyond choosing a destination; knowing what to pack and how to book the right accommodations can make all the difference. These guides will help you prepare efficiently, stay organized, and choose the best options for a smooth and enjoyable trip with friends.
Top articles:
- Guide to Cancun: All Inclusive Hotels with Friends
- 6 Incredible Benefits Traveling Can Bring to Friendships
- A Guide to Group Travel at the Mall of America
- What to Pack for a Dreamy Getaway to Paris: The Ultimate Style Guide
- Pre-departure Prep List: 6 Things You Should Do Before Your Trip
Explore More Travel Inspiration
Ready to plan your next trip with friends?
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