Sea
Small ships, sailing yachts, the slow Mediterranean ferry. We know which cabin to book and which captain texts back.
Browse 24 sea trips →Land · Sea · Air
Your next sunrise
is over the Aegean.
Ben’s Travel is a small team of planners who actually go to the places we sell. Tell us where you’ve always wanted to wake up — we’ll handle every flight, ferry, and check-in between here and there.
Ocean Cay
Paddle at dawn
The Aurora
Eight nights, three islands, one wooden boat.
Departs Saturdays · May–October
How we travel
Land, sea, and air —
and the small details between.
Pick the rhythm that fits your trip. Everything is custom; nothing is off-the-shelf.
Land
Walking tours, slow trains, road trips with a planner on call. From Tuscan hill towns to Hokkaido onsen circuits.
Browse 38 land trips →Air
Multi-leg routings, last-minute upgrades, lounge access we actually use. The boring parts of flying, made painless.
Browse air-only services →Right now we love
Six journeys we’d take ourselves.
Small shipBahamas · 7 nights
Paddleboards at Ocean Cay
Private island morning · turquoise lagoon
$3,400/ person
See itinerary →Walking
Italy · 6 nights
Tuscan hill towns on foot
Siena → Montalcino · private guide
$3,950/ person
See itinerary →Onsen
Japan · 10 nights
A winter circuit through Hokkaido
Sapporo · Otaru · Noboribetsu
$6,400/ person
See itinerary →Sailing
Croatia · 7 nights
Hvar to Korčula by wooden gulet
Captain + chef · sleeps 8
$5,200/ person
See itinerary →Honeymoon
Maldives · 9 nights
Two atolls, one overwater suite
Business-class flights · all-inclusive
$11,200/ person
See itinerary →Slow train
Morocco · 9 nights
Marrakech to the Sahara, the long way
Riads, Berber camp, sunrise dunes
$3,200/ person
See itinerary →A traveler’s note
“They booked the boat, the train, the dinner reservations, and somehow knew it was our anniversary. We just packed.”— Mara & Theo, eight nights in Greece
About Ben’s Travel
A real person, on a real phone, who’s actually been there.
No automated chatbot. No call center. When you book with us, you’re matched with a planner who’s spent time in the place you’re going — and who’ll text you the day before you set sail.
Talk to a planner
Tell us where you’ve always wanted to wake up.
Free 30-minute call. No pitch — just questions and a rough sketch.
Book a call408-229-3900· Mon–Fri 9am–6pm PT · Weekends by appointment
Let’s make it happen
Ready to start planning?
Tell Ben a little about your dream trip and get a personalized quote — free, no obligation, no pressure.
Prefer to talk? Call 408-229-3900