Bucket-List Cruise Adventure

14-Night New York to Miami Cruise Adventure

Princess · Regal Princess · from New York

$1,324 per person · next sails Nov 6, 2027 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 MIA · $808 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 · 14 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, the private, expert-led way, not the ship’s coach — 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).
Days 2–4
A day at sea
⛰ A day to savor the ship — the voyage itself is the experience, and it’s all included.
Day 5
St. Thomas
Private Catamaran Sail & Snorkel at Honeymoon Beac… · $250 for twohow to make it yours → ·
Day 6
Port of Basseterre
Mt. Liamuiga Volcano Crater Hike · $150 for twohow to make it yours → ·
Day 7
Antigua
⚙ Curating Antigua’s bucket-list experience — check back shortly.
Day 8
St. Lucia
⚙ Curating St. Lucia’s bucket-list experience — check back shortly.
Day 9
Bridgetown
Swim with wild green sea turtles + two shipwrecks… · $170 for twohow to make it yours → ·
Day 10
A day at sea
⛰ A day to savor the ship — the voyage itself is the experience, and it’s all included.
Day 11
Port of Oranjestad
Aruba · $298 for twohow to make it yours → ·
Day 12
A day at sea
⛰ A day to savor the ship — the voyage itself is the experience, and it’s all included.
Day 13
Grand Turk
Gibbs Cay Private Stingray Swim & Reef Snorkel · $170 for twohow to make it yours → ·
Day 14
A day at sea
⛰ A day to savor the ship — the voyage itself is the experience, and it’s all included.
Day 15
Miami Disembark
Disembark in the morning — or stay on for the days just below.
After you disembark

Bucket-list days near Miami

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

43 mi from Miami

The Everglades National Park

131 mi from Miami

The Oldest Bar in Florida - Captain Tony's Saloon

Operating continuously since 1933 in a building that predates the bar by decades, this landmark dive features original wood beams, signed photographs…

Home

Fly home from Miami (MIA)

What this adventure runs estimated · for two
Your hotel
Flights open-jaw · fly into JFK, home from MIA · 2 travelers $808 est.
Hotel before you sail1 night · New York · Premium~$786
Cruise fare14 nights · Princess · 2 guests$2,648
Shore excursions5 bucket-list things, booked direct · for 2 · more as they curate · swap any at its port above ↑~$1,038
Transfersairport ↔ ship, private car~$180
Trip total$5,460
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.
🚢 Book this cruise · $1,324 pp

Book your trip to New York

We may earn a commission when you book through these links, at no extra cost to you. Prices and availability are set by each partner.

Treat yourself — the same trip, elevated

Choose your line & sailing date

Every cruise line that calls at New York — round-trip from here or stopping by — pick the one that’s you, then your date.

Contemporary
Premium
Luxury
Book this cruise — $1,324 pp →

Same fare as booking direct. We earn a small commission — it costs you nothing.

★ Why Fantasize

We tell you the cruise to take — and the excursions to book.

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.

11,000 sailings to sift throughOne cruise, chosen for you
Search a catalog of excursions yourselfWe tell you the exact excursions to book
“Do your homework” on every portA free port-by-port plan, in your inbox
Booking fees and a pushy upsell callNo fees, no pressure — the same fare
Find your bucket-list cruise →

⚓ Your bucket-list concierge

Want this whole adventure in your inbox?

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.

No spam. The honest plan, even when it says skip the ship’s tour.

← Browse every bucket-list cruise