Book Now & Secure Your Spot
We have new offers posting all the time. We reserve our group space well in advance to provide you with the best price possible and give you the flexibility to pay over time. Which trip will we see you on?
HiBEARnation 2027
Join us for our annual Winter/Spring trip to the Caribbean. We set sail at the end of January this time to visit the St. Isles and thaw out!
Bigger Cruise 2026
Our bi-annual cruise partnership sets sail for Alaska in 2026. CruisingBears.com joins forces with BiggerCity (the social/dating app) to create BiggerCruise.
September 12-19, 2027 - 7 Nights from Barcelona, Spain
SITGES BEAR WEEK CRUISE 2027
BUCKET LIST ALERT !
Stay in an overwater bungalow before the cruise with us and visit the South Pacific for 13 nights!
Exotic Expedition: Tahiti to Fiji
October 2, 2027 - 7 Nights from LA
Set Sail for the Mexican Riviera
Balcony Bear Bash
Set Sail into Adventure!
Come join us on the high seas for a trip filled with laughter, love, and celebration...where you belong, and where the adventure of a lifetime awaits!
Future Trip Ideas...
