Sub-group
Solo Travelers
Nervous to sail alone? You won't be alone for very long, our first few days of activities are designed with you in mind
Our Community
The CruisingBears community and travel experts.
CruisingBears started as a handful of friends splitting a cabin. It's grown into a community built on one idea: travel is better with your people beside you.
Togetherness
Built for showing up together.
Our community includes people from all 50 US states plus international guests: Australia, the United Kingdom, the European Union, UAE, Saudi Arabia, Morocco, and more!
All shapes and sizes are not only welcome, they are encouraged! Diversity is the spice of life!
Who Travels With Us
Diverse crews, one table.
Sub-group
Bear Couples
Traveling together, finding other couples who get it.
Sub-group
First-Timers
Solo or as a couple, we walk you through how cruising works, shore excursions, and settling those first-day nerves.
Sub-group
Party Bears
Living for the nightlife, the deck parties, the late nights.
Sub-group
Adventure Bears
Chasing new coastlines, ports, and excursions.
Sub-group
Chubs & Chasers
Everyone has a home here.
First-Timers
First cruise? Solo or together, we've got you.
Whether you’re sailing solo or as a couple, your first cruise doesn’t have to feel intimidating. We cover the basics so you can show up ready to enjoy the week.
Fear of cruising
New ships, new routines, new people. We host welcome mixers and make introductions so you’re never left figuring it out alone.
Motion sickness
Modern ships are steadier than you’d expect. We’ll share practical tips (cabin location, remedies, pacing) so seasickness doesn’t ruin the trip.
How cruising works
Embarkation, key cards, dining, and the daily schedule. We walk first-timers through the flow so nothing feels mysterious.
What a shore excursion is
A shore excursion is a planned activity in port: beach day, city tour, boat trip. Join a group outing or explore on your own; we’ll help you choose.
Testimonials
What Our Sailors Are Saying
“I flew in solo and left with a group chat I still use every week.”
Marcus · HiBEARnation
“Best week of the year, every year. We already booked the next one.”
Dave & Toby · Sitges Week
“Matthew handled everything. All I had to do was show up and have fun.”
Ed · Mega Rockstar Cruise
Trust
“We built CruisingBears specifically for every Bear, Chub & Chaser to have a community of friends to explore the world together.”
Matthew & Aram, and the CruisingBears crew, craft every voyage so you find your people the moment you step aboard. Matthew is an ECC Groups & Luxury Travel Advisor hosting Gay Bears, Chubs & Chasers from around the world.
