My Trips
Everything you’re planning, taking, and remembering.
10 trips
Pinehurst Long Weekend
Pinehurst, North Carolina · Sep 25–29, 2026
5 days · 3 PTO days · $1,180 · $500 covered
Open
Vermont Winter Reset
Stowe, Vermont · Jan 22–25, 2027
4 days · 2 PTO days · $1,460 · $1,000 covered
Open
Chicago City Break
Chicago, Illinois · Sep 5–8, 2026
4 days · 1 PTO day · $1,120 · $500 covered
Open
Charleston Recharge
Charleston, South Carolina · May 14–17, 2026
4 days · 2 PTO days · $890 · $500 covered
Open
St. Pete Coastal Reset
St. Petersburg, Florida · Flexible month
3 days · 1 PTO day · $620 · $500 covered
Open
Rockies by Rail
Denver, Colorado · Flexible week
5 days · 3 PTO days · $1,650 · $500 covered
Open
Culture & Cuisine Weekend
New Orleans, Louisiana · Apr 29 – May 2, 2027
4 days · 2 PTO days · $1,250 · $1,000 covered
Open
Vegas Beyond the Strip
Las Vegas, Nevada · Flexible dates
4 days · 2 PTO days · $1,390 · $1,000 covered
Open
President’s Club at Sea
Western Caribbean · Jun 6–11, 2027
6 days · 5 PTO days · $2,300 · $1,500 covered
Open