Cruises Visiting San Juan

430 sailings calling at San Juan, Puerto Rico

Cruises Visiting San Juan

Every upcoming sailing that calls at San Juan, earliest departure first.

430 Sailings Found
Montreal, Canada

22 Days One-Way from Montreal to San Juan

Star Pride

Departs
October 11th 2027
Duration
21 nights
From
$8,435
per person, double occupancy
Ports of call: +7 more ports
New York, United States

10 Days One-Way from New York to San Juan

Crystal Serenity

Departs
October 12th 2027
Duration
9 nights
From
$4,020
per person, double occupancy
Ports of call:
New York, United States

30 Days One-Way from New York to Buenos Aires

Crystal Serenity

Departs
October 12th 2027
Duration
29 nights
From
$13,500
per person, double occupancy
Ports of call: +12 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.

New York, United States

72 Days One-Way from New York to Fort Lauderdale

Crystal Serenity

Departs
October 12th 2027
Duration
71 nights
From
$32,600
per person, double occupancy
Ports of call: +37 more ports
New York, United States

23 Days One-Way from New York to Rio De Janeiro

Crystal Serenity

Departs
October 12th 2027
Duration
22 nights
From
$10,490
per person, double occupancy
Ports of call: +8 more ports
Boston, United States

10 Days One-Way from Boston to San Juan

Celebrity Summit

Departs
October 20th 2027
Duration
9 nights
From
$929
per person, double occupancy
Ports of call: +1 more port
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
Baltimore, United States

9 Days One-Way from Baltimore to San Juan

Vision Of The Seas

Departs
October 21st 2027
Duration
8 nights
From
$664
per person, double occupancy
Ports of call:
Boston, United States

11 Days One-Way from Boston to San Juan

Star Pride

Departs
October 22nd 2027
Duration
10 nights
From
$4,477
per person, double occupancy
Ports of call:
Boston, United States

18 Days One-Way from Boston to San Juan

Star Pride

Departs
October 22nd 2027
Duration
17 nights
From
$5,194
per person, double occupancy
Ports of call: +4 more ports
Malaga, Spain

15 Days One-Way from Malaga to San Juan

SeaDream I

Departs
October 24th 2027
Duration
14 nights
From
$12,959
per person, double occupancy
Ports of call:
Malaga, Spain

15 Days One-Way from Malaga to San Juan

SeaDream II

Departs
October 24th 2027
Duration
14 nights
From
$15,059
per person, double occupancy
Ports of call:
New York, United States

10 Days One-Way from New York to San Juan

Azamara Quest

Departs
October 28th 2027
Duration
9 nights
From
$1,879
per person, double occupancy
Ports of call:
New York, United States

25 Days One-Way from New York to San Juan

Azamara Quest

Departs
October 28th 2027
Duration
24 nights
From
$5,949
per person, double occupancy
Ports of call: +10 more ports
New York, United States

18 Days One-Way from New York to Bridgetown

Azamara Quest

Departs
October 28th 2027
Duration
17 nights
From
$4,129
per person, double occupancy
Ports of call: +6 more ports
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
Fort Lauderdale, United States

8 Days Fort Lauderdale, USA Round Trip

Island Princess

Departs
October 29th 2027
Duration
7 nights
From
$684
per person, double occupancy
Ports of call:
Lisbon, Portugal

13 Days One-Way from Lisbon to San Juan

Ritz-Carlton Evrima

Departs
October 29th 2027
Duration
12 nights
From
$9,800
per person, double occupancy
Ports of call:
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
Port Canaveral, United States

16 Days Port Canaveral, USA Round Trip

MSC Grandiosa

Departs
October 30th 2027
Duration
15 nights
From
$1,341
per person, double occupancy
Ports of call: +1 more port
Miami, United States

29 Days Miami, USA Round Trip

ms Zuiderdam

Departs
October 30th 2027
Duration
28 nights
From
$4,179
per person, double occupancy
Ports of call: +13 more ports
Barcelona, Spain

13 Days One-Way from Barcelona to San Juan

Scarlet Lady

Departs
October 31st 2027
Duration
12 nights
From
$2,406
per person, double occupancy
Ports of call:
Port Canaveral, United States

8 Days Port Canaveral, USA Round Trip

Star Princess

Departs
October 31st 2027
Duration
7 nights
From
$744
per person, double occupancy
Ports of call:
New York, United States

11 Days One-Way from New York to San Juan

Norwegian Prima

Departs
November 3rd 2027
Duration
10 nights
From
$2,009
per person, double occupancy
Ports of call: +3 more ports