Bucket-List Cruise Adventure

9-Night New York to San Juan Cruise Adventure

Azamara · Azamara Journey · from New York

$3,719 per person · next sails Oct 29, 2026 Book this cruise@ Cruisebound · same fare
Get there

Fly into New York (JFK)

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

Open-jaw · fly into JFK, home from SJU · $764 for two est.
Before you sail

Bucket-list days near New York

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 New York

The Museum of Modern Art (MoMA)

Your voyage · 9 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
New York Embark
Board in the afternoon — fly in at least a day early (your day ashore here is just above).
Day 2
A day at sea
⛰ A day to savor the ship — the voyage itself is the experience, and it’s all included.
Days 3–5
Rising Son Catamaran · $240 for two with Rising Son Catamaran (official)how to make it yours → ·
Days 6–7
A day at sea
⛰ A day to savor the ship — the voyage itself is the experience, and it’s all included.
Day 8
Philipsburgport guide →
★ Random Wind 'Paradise Day Sail' — how to make it yours →
Day 9
Norman Island · $240 for two with BVI Sailing & Snorkel Tours (local operator via Tripadvisor direct)how to make it yours → ·
Day 10
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.

234 mi from San Juan · fly SDQ

Barahona: The Dominican Coast You Haven't Heard Of Yet

Wild Coast & Mountain Culture

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 JFK, home from SJU · 2 travelers $764 est.
Hotel before you sail1 night · New York · Luxury~$1,355
Cruise fare9 nights · Azamara · 2 guests$7,438
Shore excursions2 bucket-list things, booked direct · for 2 · swap any at its port above ↑~$480
Transfersairport ↔ ship, private car~$180
Trip total$10,217
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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“Do your homework” on every portA free port-by-port plan, in your inbox
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