Bucket-List Cruise Adventure
Windstar · Star Pride · round-trip from San Juan
The whole plan — fly-in, every port, what it runs — in your inbox.
Your gateway to the voyage. Arrive a day or two early — the best of the trip starts before you board.
Fly in at least a day early — every seasoned cruiser does, so a delay never costs you the ship. Here’s what’s worth that day, within reach of your port — not just the city you fly into.
Your whole sailing in order: the day you board, every port it calls — each with the single bucket-list experience there and the operator who runs it — any days at sea, and the day you step off.
The ship is the spine, not the whole trip. These are full land adventures within reach of your port.
Wild Coast & Mountain Culture
See the whole plan →The ship is the spine, not the whole trip. These are full land adventures within reach of your port.
Wild Coast & Mountain Culture
See the whole plan →| Flights | round-trip into SJU · 2 travelers | $460 est. |
| Hotel before you sail | 1 night · San Juan · Luxury | ~$484 |
| Cruise fare | 7 nights · Windstar · 2 guests | $9,856 |
| Shore excursions | 5 bucket-list things, booked direct · for 2 · swap any at its port above ↑ | ~$5,480 |
| Transfers | airport ↔ ship, private car | ~$180 |
| Trip total | $16,460 |
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Every cruise line that calls at San Juan — round-trip from here or stopping by — pick the one that’s you, then your date.
Same fare as booking direct. We earn a small commission — it costs you nothing.
★ Why Fantasize
Most cruise sites hand you a search box and leave you to it. We’re the concierge: the verdict, the plan, the trip of your life — at the exact same fare.
⚓ Your bucket-list concierge
We'll email you this exact plan — where to fly in, the days before and after, the single most extraordinary thing to do at every port, and what it all runs.
We send the plan to your account’s own address — never to one typed into a box. Free, and Google works.