Island Escapes

Clock set to island time? From tropical jungles to volcanic coasts, discover active adventures that go far beyond the beach.

Destinations

Dates

Activities

Travelers

More Filters

Clear

Trip View

Date View

Trip View

Date View

136 Trips

Sort:  Featured

1509 Dates

Unplugged

New! Unplugged Dates Now Available
For guests who prefer to ride acoustic bikes - not on e-bikes. Look for the Unplugged label.

Solo Room Savings

We’ve made it even easier to go solo or enjoy your own space on select dates with reduced private room fees.
Sort:  Date
2025

2026

 

Gray line
More Ways to Get Inspired
Two backroads guests clink wine glasses with text overlay "wine country"
River with bridge and houses on the river bank with text overlay "multi-country adventures"
Hot spring surrounded by mountains with text overlay "hot springs & saunas"
Hotel in the desert with text overlay "luxury in the desert"
children in colorful woven clothing dancing with text overlay "history in motion"
Farmhouse between colorful trees with text overlay "Fall for adventure"
Dark figure admires the northern lights next to modern hotel building with text overlay "under the stars"
Temple in the mountains with text overlay "far & away favorites"
backroads travelers on a hike; text overlay: call of the mountains
Tip of a red kayak looking over water with text overlay "into the wild"
Monks in orange clothes enter a large stone temple with text overlay "spiritual paths"
Cyclist in backroads jersey riding through lavender fields with text overlay "spring it on"