Cruises from San Juan

16 cruise lines and 34 ships sailing from San Juan, Puerto Rico

Cruises visiting San Juan

San Juan puts a remarkable piece of Caribbean history within easy reach of your ship. Founded in 1521, Old San Juan is a compact district of blue cobbles, pastel façades and Spanish colonial landmarks. Walk its steep lanes to El Morro, the 16th-century fortress that guards the harbor. From its ramparts, the Atlantic comes into view. Beyond the old walls, cafés, galleries and contemporary restaurants show a city still shaped by its maritime past.

Cruises from San Juan, Puerto Rico

Sailings departing from San Juan, earliest departure first.

140 Sailings Found
San Juan, Puerto Rico

17 Days One-Way from San Juan to Panama City

MSC Explora 3

Departs
April 5th 2027
Duration
16 nights
From
$11,175
per person, double occupancy
Ports of call: +7 more ports
View Voyage & Fares Request a Quote
San Juan, Puerto Rico

6 Days One-Way from San Juan to Miami

Valiant Lady

Departs
April 10th 2027
Duration
5 nights
From
$1,090
per person, double occupancy
Ports of call:
View Voyage & Fares Request a Quote
San Juan, Puerto Rico

15 Days One-Way from San Juan to Lisbon

SeaDream I

Departs
April 17th 2027
Duration
14 nights
From
$11,559
per person, double occupancy
Ports of call:
View Voyage & Fares Request a Quote

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.

San Juan, Puerto Rico

8 Days San Juan, Puerto Rico Round Trip

Grandeur Of The Seas

Departs
May 1st 2027
Duration
7 nights
From
$606
per person, double occupancy
Ports of call:
View Voyage & Fares Request a Quote
San Juan, Puerto Rico

14 Days One-Way from San Juan to Rio De Janeiro

Crystal Serenity

Departs
October 21st 2027
Duration
13 nights
From
$7,550
per person, double occupancy
Ports of call: +3 more ports
View Voyage & Fares Request a Quote
San Juan, Puerto Rico

10 Days San Juan, Puerto Rico Round Trip

Celebrity Summit

Departs
October 29th 2027
Duration
9 nights
From
$738
per person, double occupancy
Ports of call: +1 more port
View Voyage & Fares Request a Quote
San Juan, Puerto Rico

10 Days San Juan, Puerto Rico Round Trip

Vision Of The Seas

Departs
October 29th 2027
Duration
9 nights
From
$884
per person, double occupancy
Ports of call: +1 more port
View Voyage & Fares Request a Quote
San Juan, Puerto Rico

16 Days San Juan, Puerto Rico Round Trip

Azamara Quest

Departs
November 6th 2027
Duration
15 nights
From
$4,139
per person, double occupancy
Ports of call: +8 more ports
View Voyage & Fares Request a Quote
San Juan, Puerto Rico

9 Days One-Way from San Juan to Bridgetown

Azamara Quest

Departs
November 6th 2027
Duration
8 nights
From
$2,269
per person, double occupancy
Ports of call: +2 more ports
View Voyage & Fares Request a Quote
San Juan, Puerto Rico

8 Days San Juan, Puerto Rico Round Trip

Celebrity Summit

Departs
November 7th 2027
Duration
7 nights
From
$544
per person, double occupancy
Ports of call:
View Voyage & Fares Request a Quote
San Juan, Puerto Rico

7 Days San Juan, Puerto Rico Round Trip

SeaDream II

Departs
November 7th 2027
Duration
6 nights
From
$9,159
per person, double occupancy
Ports of call:
View Voyage & Fares Request a Quote
San Juan, Puerto Rico

9 Days San Juan, Puerto Rico Round Trip

Scarlet Lady

Departs
November 12th 2027
Duration
8 nights
From
$1,904
per person, double occupancy
Ports of call: +1 more port
View Voyage & Fares Request a Quote

Cruise lines embarking (starting) at San Juan (16)

Cruise lineCategoryTypeShips departing from San Juan
Regent Seven Seas Cruises Ultra Luxury Ocean Seven Seas Prestige
Ritz-Carlton Yacht Collection Ultra Luxury Ocean Ritz-Carlton Evrima, Ritz-Carlton Ilma
SeaDream Yacht Club Ultra Luxury Ocean SeaDream I, SeaDream II
Silversea Cruises Ultra Luxury Ocean Silver Dawn, Silver Nova, Silver Ray, Silver Shadow
MSC Explora Journeys Luxury Ocean MSC Explora 1, MSC Explora 2, MSC Explora 3, MSC Explora 4
Oceania Cruises Luxury Ocean Oceania Allura
Azamara Cruises Premium Ocean Azamara Journey, Azamara Quest
Crystal Cruises Premium Ocean Crystal Serenity, Crystal Symphony
Emerald Cruises Premium Ocean Emerald Kaia, Emerald Sakara
Viking Cruises Premium Ocean Viking Sea, Viking Sky
Windstar Cruises Premium Ocean Star Legend, Star Pride
Celebrity Cruises Contemporary Ocean Celebrity Constellation, Celebrity Summit
Norwegian Cruise Line Contemporary Ocean Norwegian Prima
Princess Cruises Contemporary Ocean Crown Princess, Emerald Princess
Royal Caribbean Contemporary Ocean Grandeur Of The Seas, Rhapsody Of The Seas, Vision Of The Seas
Virgin Voyages Contemporary Ocean Scarlet Lady, Valiant Lady

The complete Waterways Cruise destination guide to San Juan, Puerto Rico →

16
Cruise lines
34
Ships departing

Published September 22, 2026