At a glance: 5-hour private proposal cruise · Morning (06:00–11:00) or sunset session · Private catamaran with discreet crew · Proposal planning with Santorini's top planners · BBQ meal & drinks · From €1,600
Propose on a Private Catamaran in the Santorini Caldera
Some questions deserve a better setting than a restaurant. This five-hour private charter exists for exactly one moment: the one where you ask, somewhere on the water between the volcano and the white villages, with no strangers in the background of the photo.
Through our exclusive partnership with Santorini's leading proposal planning company, the details are handled before you ever step aboard. We talk the plan through with you in advance — where on the itinerary the moment should land, what the crew should do and, just as importantly, not do — and arrangements can be made on board on request. If you already know exactly how you want it to happen, even easier: hop on board and get engaged.
Morning Light or Sunset Fire
The proposal cruise runs as a morning session (06:00–11:00) — the caldera at its calmest and most private, in soft gold light — or as a sunset session, ending with the drop of the sun behind the Aegean horizon. Either way the backdrop rotates through Santorini's greatest hits: the cliffs of Red Beach and White Beach near Akrotiri, the volcanic islets of the caldera, the hot springs, and the white ribbons of Fira and Oia overhead.

While You're Out There
- Swim and snorkel stops in the clear water — gear and towels on board
- A Greek BBQ meal cooked on board, with quality wine from Santorini's vineyards
- Time to simply sit on the deck with the breeze and rehearse the words one last time
What's Included
- Private catamaran with captain and crew for your session
- Coordination with the proposal planning team beforehand
- Round-trip hotel transportation
- BBQ meal, drinks, towels and snorkeling equipment
After She (or He) Says Yes
Many couples come back to us the next day for the victory lap: the full-day private sailing cruise out to Thirassia, or a relaxed private sunset cruise without the nerves. Browse all our Santorini catamaran tours for the honeymoon planning ahead.
Private charters cancel free up to 4 days before the date; severe-weather cancellations by us are refunded in full — and rescheduled proposals stay secret.
Frequently Asked Questions
How does the proposal planning actually work?
Before the cruise we talk the plan through with you — where on the itinerary the moment should land and what the crew should do. Through our exclusive partnership with Santorini's leading proposal planners, arrangements can also be staged on board on request.
Morning or sunset — which is better for proposing?
The morning session, 06:00 to 11:00, gives you the caldera at its emptiest and calmest — ideal for privacy and photographs. The sunset session trades solitude for drama, ending with the sun dropping behind the Aegean. Both work; it depends on your story.
Will the crew keep the secret?
Discreetly and professionally — it is part of the job. The plan is agreed in advance, signals are arranged, and until the moment arrives the cruise looks like any other private charter: swimming, wine and the coastline of Santorini.
What if bad weather cancels the day?
If we cancel for severe weather you are refunded in full — and rescheduled proposals stay secret. Private charters can otherwise be changed or cancelled free up to 4 days before the date.

