Puerto Rico Cruises: Sailings, Embarkations & Ports of Call

89 ships from 21 cruise lines

Puerto Rico cruises at a glance

Waterways Cruise lists 430 upcoming sailings on 89 ships from 21 cruise lines visiting Puerto Rico, calling at 3 places. Cruises can start in San Juan and end in San Juan. Of 430 upcoming sailings, 140 start in Puerto Rico and 142 end there. More Caribbean cruises.

Reviewed and fact-checked by · About this page · About us

Compare Puerto Rico cruise lines

See every Puerto Rico cruise line by ocean and river and by ultra-luxury, luxury, premium and contemporary style, with fares, cruise lengths, ships and ports.

About Puerto Rico

Puerto Rico offers the familiar ease of a U.S. territory—dollars, no passport, U.S. air traffic control—with a Caribbean pulse that feels genuinely foreign. For the traveler who wants milestone scenery without being herded, the sweet spot is a small ship that uses San Juan as a true homeport and spends time on the island's less crowded coasts and offshore cays.

Typical routes

  • Eastern Caribbean & Spanish Main: San Juan to the U.S. and British Virgin Islands, sometimes as far south as Aruba, Curaçao, and the Spanish Main coast.
  • Greater Antilles & Western Caribbean: San Juan to the Dominican Republic, Haiti, Jamaica, Grand Cayman, and sometimes Cuba, often with one or two Puerto Rico calls.

Ports overview

San Juan is the island's cruise anchor—one of the largest homeports in the Caribbean—while Ponce and Fajardo offer small-ship alternatives. The result is a destination that works both for big-ship passengers who want a convenient embarkation point and for travelers who want to skip the herd.

Cruise season

High season December through April; hurricane season June through November, with September historically quietest for cruising. Small-ship operators often run winter departures from San Juan.

Find your Puerto Rico sailing

Upcoming sailings calling at Puerto Rico, earliest departure first.

430 Sailings Found
San Juan, Puerto Rico

9 Days One-Way from San Juan to Miami

Departs San Juan

Starts in Puerto Rico. Also visits U.S. Virgin Islands, Antigua and Barbuda, Martinique

Silver Ray

Departs
December 26th 2027
Duration
8 nights
From
$8,000
per person, double occupancy
Ports of call: +1 more port
Fort Lauderdale, United States

10 Days Fort Lauderdale, USA Round Trip

Port call

Visits Puerto Rico. Also visits United States, Dominican Republic, Charlotte Amalie, US Virgin Islands

Symphony Of The Seas

Departs
December 26th 2027
Duration
9 nights
From
$2,268
per person, double occupancy
Ports of call:
Fort Lauderdale, United States

15 Days Fort Lauderdale, USA Round Trip

Port call

Visits Puerto Rico. Also visits United States, Cayman Islands, Jamaica

Crystal Symphony

Departs
December 28th 2027
Duration
14 nights
From
$7,600
per person, double occupancy
Ports of call: +5 more ports

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.

Fort Lauderdale, United States

12 Days Fort Lauderdale, USA Round Trip

Port call

Visits Puerto Rico. Also visits United States, Dominican Republic, St Kitts and Nevis

Sun Princess

Departs
December 28th 2027
Duration
11 nights
From
$1,459
per person, double occupancy
Ports of call: +2 more ports
San Juan, Puerto Rico

11 Days One-Way from San Juan to Fort Lauderdale

Departs San Juan

Starts in Puerto Rico. Also visits Sint Maarten, United Kingdom, U.S. Virgin Islands

Crystal Serenity

Departs
December 29th 2027
Duration
10 nights
From
$5,700
per person, double occupancy
Ports of call: +3 more ports
Port Canaveral, United States

10 Days Port Canaveral, USA Round Trip

Port call

Visits Puerto Rico. Also visits United States, Bahamas, Royal Caribbean, Sint Maarten

Harmony Of The Seas

Departs
December 30th 2027
Duration
9 nights
From
$1,994
per person, double occupancy
Ports of call:
Miami, United States

10 Days Miami, USA Round Trip

Port call

Visits Puerto Rico. Also visits United States, Charlotte Amalie, US Virgin Islands, St Kitts and Nevis

Hero Of The Seas

Departs
December 30th 2027
Duration
9 nights
From
$3,826
per person, double occupancy
Ports of call:
San Juan, Puerto Rico

9 Days San Juan, Puerto Rico Round Trip

Departs San Juan Disembarks San Juan

Starts and ends in Puerto Rico. Also visits Charlotte Amalie, US Virgin Islands, U.S. Virgin Islands, St Kitts and Nevis

Rhapsody Of The Seas

Departs
December 31st 2027
Duration
8 nights
From
$1,308
per person, double occupancy
Ports of call: +1 more port
San Juan, Puerto Rico

5 Days One-Way from San Juan to Fort Lauderdale

Departs San Juan

Starts in Puerto Rico. Also visits Sint Maarten, United States

Celebrity Summit

Departs
January 2nd 2028
Duration
4 nights
From
$431
per person, double occupancy
Ports of call:
Jacksonville, United States

13 Days Jacksonville, USA Round Trip

Port call

Visits Puerto Rico. Also visits United States, Bahamas, Dominican Republic

Norwegian Dawn

Departs
January 2nd 2028
Duration
12 nights
From
$1,389
per person, double occupancy
Ports of call: +3 more ports
San Juan, Puerto Rico

7 Days San Juan, Puerto Rico Round Trip

Departs San Juan Disembarks San Juan

Starts and ends in Puerto Rico. Also visits Barbados, Dominica, Sint Maarten

Scarlet Lady

Departs
January 2nd 2028
Duration
6 nights
From
$1,308
per person, double occupancy
Ports of call:
Fort Lauderdale, United States

21 Days Fort Lauderdale, USA Round Trip

Port call

Visits Puerto Rico. Also visits United States, Bahamas, Jamaica

ms Eurodam

Departs
January 2nd 2028
Duration
20 nights
From
$3,019
per person, double occupancy
Ports of call: +6 more ports

Where Puerto Rico cruises start and end

Embarkation ports (1)

San Juan (430) (cruises from)

Disembarkation ports (1)

San Juan (430)

89
Cruise ships
21
Cruise lines
3
Places ships visit
1
Embark / disembark places

Ships by type: 89 ocean · a ship that visits several places here is counted once; an expedition ship that also sails as an ocean ship appears under both types.

Plan your Puerto Rico cruise

Puerto Rico cruise port guide

Cruise ports, what to see, history and practical advice.

Puerto Rico cruise port guide →

Frequently asked questions about Puerto Rico cruises

How many places do cruises visit in Puerto Rico?

3 Puerto Rico places are visited by 89 ships from 21 cruise lines.

When is the best time to take a Puerto Rico cruise?

High season December through April; hurricane season June through November, with September historically quietest for cruising. Small-ship operators often run winter departures from San Juan.

Sources and further reading

Background on Puerto Rico draws on these references. Sailing, fare and port data come from cruise line itineraries and are refreshed regularly.

Created by the Waterways Cruise content team and reviewed and fact-checked by , Sr. Cruise Travel Agent and Founder of Waterways Cruise.

Published September 9, 2026 · Last updated October 31, 2026

Fares, availability and itineraries change often. Confirm current details with your cruise line or a Waterways Cruise agent before you book.


Cruise Disclosure

Good to know: Prices are quoted per person based on double occupancy and include all applicable taxes and fees. Availability and prices can change quickly, so please continue through the booking process to confirm the latest availability and pricing before you pay.

We work hard to make sure everything on this website is accurate and up to date. However, some information may be incomplete or inaccurate, including details supplied by third parties or otherwise outside our control, and we cannot be held responsible for such errors. We work with 41 cruise line operators, that are providing cruises on 585 ships visiting 1,731 ports across 7,194 unique cruises, creating 13,822 itineraries. This is a great deal of data to continually update daily from our suppliers. If a pricing error, misrepresentation, or omission occurs, we reserve the right to adjust the pricing, correct the information, or cancel or decline any booking made in error, with notice to you. Thank you for your understanding!