Bucket-List Cruise Adventure

7-Night Port of Oranjestad to San Juan Cruise Adventure

Windstar · Star Pride · from Port of Oranjestad

$3,069 per person · next sails Mar 6, 2028 Book this cruise@ Cruisebound · same fare
Get there

Fly into Port of Oranjestad (AUA)

Your gateway to the voyage. Arrive a day or two early — the best of the trip starts before you board.

Open-jaw · fly into AUA, home from SJU · $1,082 for two est.
Before you sail

Bucket-list days near Port of Oranjestad

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.

4 mi from Port of Oranjestad

Natural Pool (Conchi)

2 mi from Port of Oranjestad

Aruba Air Tours

Your voyage · 7 nights, day by day

Day by day — the unforgettable thing at every port

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.

Day 1
Port of Oranjestad Embark
Board in the afternoon — fly in at least a day early (your day ashore here is just above).
Day 2
Willemstadport guide →
Private Full-Day Curaçao Island Tour with Local Ex… · $438 for two with Dundu Tours (certified local guide, Willemstad)how to make it yours → ·
Day 3
KRALENDIJKport guide →
Klein Bonaire · $150 for two with Woodwind Bonaire (local expert catamaran & snorkel operator)how to make it yours → ·
Day 4
A day at sea
⛰ A day to savor the ship — the voyage itself is the experience, and it’s all included.
Day 5
Private Open-Top Mini Moke Island Tour of St. Barts · $130 for two with Ferry Voyager – St. Barths Tourshow to make it yours → ·
Day 6
Jost Van Dykeport guide →
Private Catamaran Charter · $1,600 for two with Honey Group Private Boat Chartershow to make it yours → ·
Day 7
Virgin Gordaport guide →
Private BVI Sailing Charter · $1,200 for two with BVI Yacht Charters (official)how to make it yours → ·
Day 8
San Juan Disembark
Disembark in the morning — or stay on for the days just below.
After you disembark

Bucket-list days near San Juan

You end in a different port — stay on, and add what’s within reach before you fly home.

49 mi from San Juan

Bioluminescent Bay Tour (Vieques)

0 mi from San Juan

Sunken City Scuba Diving Tour

After you disembark

Make it longer — by land from San Juan

The ship is the spine, not the whole trip. These are full land adventures within reach of your port.

11 mi from San Juan · fly SJO

Quepos Beyond the Park: Jungle, Coast & the Real Costa Rica

Rainforest Meets Pacific Coast

See the whole plan →
90 mi from San Juan · fly LIR

Granada Unpeeled: Moorish Palaces, Flamenco, and Sierra Snow

Historic Andalusia Deep Dive

See the whole plan →
Home

Fly home from San Juan (SJU)

What this adventure runs estimated · for two
Your hotel
Flights open-jaw · fly into AUA, home from SJU · 2 travelers $1,082 est.
Hotel before you sail1 night · Port of Oranjestad · Luxury~$297
Cruise fare7 nights · Windstar · 2 guests$6,138
Shore excursions5 bucket-list things, booked direct · for 2 · swap any at its port above ↑~$3,518
Transfersairport ↔ ship, private car~$180
Trip total$11,215
Flights are estimated from our best gateways (refine from your own airport above) — an open-jaw trip: out to the embark port, home from where you disembark; the cruise fare is this sailing’s lead-in price for two; the hotel scales with the style you pick above; shore excursions are real book-direct operator prices, added as each port is curated; transfers are an estimate. We always build in at least one night ashore before you sail.
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