Cruises to Caribbean

176 ships from 28 cruise lines across 27 countries

176
Cruise ships
28
Cruise lines
80
Places ships visit
27
Countries

Ships by type: 165 ocean 5 river 11 expedition · a ship that visits several places here is counted once; an expedition ship that also sails as an ocean ship appears under both types.

Caribbean Cruises

Sailings that call at Caribbean, earliest departure first.

1,406 Sailings Found
Port Canaveral, United States

5 Days Port Canaveral, USA Round Trip

Utopia Of The Seas

Departs
November 9th 2026
Duration
4 nights
From
$468
per person, double occupancy
Ports of call:
Miami, United States

8 Days Miami, USA Round Trip

Wonder Of The Seas

Departs
November 9th 2026
Duration
7 nights
Ports of call:
Barcelona, Spain

15 Days One-Way from Barcelona to Fort Lauderdale

Celebrity Eclipse

Departs
November 10th 2026
Duration
14 nights
From
$1,413
per person, double occupancy
Ports of call: +1 more port

Why Book With Waterways Cruise?

Four decades of expertise, one dedicated advisor, and every detail handled, from your front door to the gangway and back.

Personal Service

Cruise Concierge

A dedicated advisor who learns your name, your travel style and your preferences, then stays with you from the first conversation to the day you return home. Not a call center. Never a stranger.

Tailor-Made

100% Custom‑Built

No cookie-cutter packages. Flights, hotels, transfers and shore days are designed from scratch around how you actually like to travel, then refined until the trip feels like yours.

Expertise

40+ Years in Travel

Founded by J. Richard, a four-decade veteran of the travel industry, and focused solely on premium river and ocean cruising. Decades of ship and itinerary knowledge go into every recommendation.

Security

Book With Total Confidence

A travel agency that is a proud member of Signature Travel Network, CLIA, ASTA and IATA.

Port Canaveral, United States

5 Days Port Canaveral, USA Round Trip

Harmony Of The Seas

Departs
November 10th 2026
Duration
4 nights
From
$449
per person, double occupancy
Ports of call:
Fort Lauderdale, United States

12 Days Fort Lauderdale, USA Round Trip

ms Rotterdam

Departs
November 10th 2026
Duration
11 nights
From
$1,334
per person, double occupancy
Ports of call: +2 more ports
Fort Lauderdale, United States

22 Days Fort Lauderdale, USA Round Trip

ms Rotterdam

Departs
November 10th 2026
Duration
21 nights
From
$1,974
per person, double occupancy
Ports of call: +7 more ports
Southampton, United Kingdom

19 Days One-Way from Southampton to New York

Queen Mary 2

Departs
November 10th 2026
Duration
18 nights
From
$1,969
per person, double occupancy
Ports of call:
Southampton, United Kingdom

26 Days Southampton, United Kingdom Round Trip

Queen Mary 2

Departs
November 10th 2026
Duration
25 nights
From
$3,009
per person, double occupancy
Ports of call:
Lisbon, Portugal

15 Days One-Way from Lisbon to Bridgetown

Wind Star

Departs
November 10th 2026
Duration
14 nights
From
$3,596
per person, double occupancy
Ports of call:
Lisbon, Portugal

26 Days One-Way from Lisbon to Colon

Wind Star

Departs
November 10th 2026
Duration
25 nights
Ports of call: +4 more ports
Barranquilla Colombia, Colombia

8 Days One-Way from Barranquilla Colombia to Cartagena Colombia

AmaMelodia

Departs
November 11th 2026
Duration
7 nights
From
$4,724
per person, double occupancy
Ports of call:
Fort Lauderdale, United States

13 Days Fort Lauderdale, USA Round Trip

Caribbean Princess

Departs
November 11th 2026
Duration
12 nights
From
$934
per person, double occupancy
Ports of call: +1 more port
Fort Lauderdale, United States

14 Days Fort Lauderdale, USA Round Trip

Crystal Symphony

Departs
November 11th 2026
Duration
13 nights
From
$4,890
per person, double occupancy
Ports of call: +1 more port
Miami, United States

11 Days Miami, USA Round Trip

ms Zuiderdam

Departs
November 11th 2026
Duration
10 nights
From
$999
per person, double occupancy
Ports of call:
Miami, United States

18 Days Miami, USA Round Trip

ms Zuiderdam

Departs
November 11th 2026
Duration
17 nights
From
$1,489
per person, double occupancy
Ports of call: +4 more ports
Miami, United States

11 Days Miami, USA Round Trip

MSC Meraviglia

Departs
November 11th 2026
Duration
10 nights
From
$855
per person, double occupancy
Ports of call:
Miami, United States

5 Days Miami, USA Round Trip

MSC Meraviglia

Departs
November 11th 2026
Duration
4 nights
From
$131
per person, double occupancy
Ports of call:
Miami, United States

15 Days Miami, USA Round Trip

Oceania Vista

Departs
November 11th 2026
Duration
14 nights
From
$5,399
per person, double occupancy
Ports of call: +3 more ports