Discreet by default
Unmarked itineraries, plain billing, and a team that has perfected the art of minding its own business. What happens off the map stays off the map.
A travel agency for the curious
Wander off the map.
Curated, discreet getaways for open-minded couples — resort takeovers, clothing-optional escapes, and voyages where the horizon isn’t the only thing that’s open.
The idea
Some couples collect souvenirs. Others collect the kind of stories they only tell twice — after midnight, to exactly the right people. We plan travel for the second kind: beautifully off-course, entirely on purpose.
Astray is a boutique travel agency for couples who are curious about more — more sun, more champagne, more possibility. We design getaways where the dress code is optional, the judgment is nonexistent, and the logistics are somebody else’s problem. (Ours.)
The Astray difference
Curated, not catalogued
We don't do listings. Every resort, takeover, and charter is scouted and vetted for a crowd that looks like you — stylish, spirited, and this side of forty.
First-timer friendly
New to all of this? Perfect — most of our travelers are. No question is too naive, nothing is ever assumed, and you go exactly as far as you like. Not an inch further.
The trips
Choose your latitude
Three ways in, from a first dip to the deep end. Every trip is couples-first, consent-forward, and quietly handled end to end.
N° 01Gentle
For the curious
Toe in the Water
Clothing-optional resorts with a relaxed, no-pressure air. Sunbathe, sip, and flirt with the idea of it all — you set the pace, we set the scene.
From $3,400 / coupleChart this course
N° 02Spirited
For the ready
All In
Full resort takeovers with a young, vetted, like-minded crowd. Theme nights, playful energy, zero spectators — everyone came for the same reason.
From $5,900 / coupleChart this course
N° 03Fearless
For the fearless
Open Water
Lifestyle cruises and private charters in international waters. Days of sun and salt, nights that write themselves. The horizon isn't the only thing that's open.
From $8,900 / coupleChart this course
The map
Where we wander
Destinations include Riviera Maya, Ibiza, Mykonos, Bora Bora, Amalfi Coast, Curaçao, Palm Springs, Santorini, Tulum, Saint-Martin, French Polynesia, Costa Smeralda.
Next takeover — French Polynesia
Twenty-two villas over a private lagoon. One June week. Zero onlookers.
In their words
We circled the idea for two years. Astray made it feel like a honeymoon, not a leap — by the second night we couldn’t remember what we’d been so nervous about.
Quiet questions
Asked softly,
answered plainly.
Everything you’re wondering and politely not saying out loud. Ask us anything — nothing shocks us, and nothing leaves the room.
Plan your escape
The best stories start off the map.
Tell us a little about you and where your minds have been wandering. We’ll take it from there — quietly.
- A reply from a real human within a day
- Free first consultation — no commitment, no hard sell
- Plain billing, unbranded documents, zero trackers