Booked by couples who actually go.

Pineapple Adventures is a travel agency and community platform for couples in the lifestyle, run by Justin & Nikki — a Colorado couple who sail the charters, stay at the resorts, and walk into the clubs we list. We started Pineapple because booking lifestyle travel meant piecing together rumors, outdated forum threads, and agents who had never actually been.

We book the trips the community actually takes: full-ship charters from Bliss Cruise, couples-only sailings and resorts from Desire and Temptation, Hedonism II in Negril, FantaSea voyages, and Luxury Lifestyle Vacations. Booking through us costs the same as booking direct — the difference is a concierge who speaks the language and answers the questions first-timers are afraid to ask.

Beyond travel, we maintain a directory of 650+ active lifestyle clubs with locations, vibe tags, and reviews from verified members — the largest community-vetted list of its kind. And Layla, our AI concierge, is on every page of this site to help you figure out which cruise, resort, or club actually fits you.

Pineapple Adventures is operated by DoubleDutch LLC, based in Parker, Colorado. Questions? Email info@pineappleadventures.com or visit our support page.