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Cruises From San Juan

Choose from 76 unique cruises starting in San Juan, and travelling to Barcelona, Bridgetown, Lisbon, Los Angeles, Manaus and more. December is the most popular month to join a cruise from San Juan and you can select from 231 departures available from eleven leading cruise lines.
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22 Days
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76 Cruises (231 Cruise Departures)
8 Day Southern Caribbean Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Celebrity Cruises
Ship: Celebrity Summit
Departures: Oct 2024 to Dec 2024
Countries Visited: Puerto Rico, Sint Maarten, Antigua and Barbuda, Saint Lucia (+2 more), Barbados, Dominica
Exclusive DealExclusive Offer
INSIDE
$1,440
OCEANVIEW
$1,589
BALCONY
$1,882
SUITE
$4,062
Save 4,639
From 1,385
View Trip
11 Day Barefoot Reverie with Regent Seven Seas
Cruise

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Regent Seven Seas
Ship: Seven Seas Navigator
Departure: 20 January 2025
Countries Visited: Puerto Rico, Grenada, Saint Vincent, Dominica (+5 more), Saint Barthelemy, Antigua and Barbuda, Guadeloupe, Martinique, Saint Kitts and Nevis
Exclusive Deal
INSIDE
-
OCEANVIEW
$7,554
BALCONY
$9,910
SUITE
$11,682
Save 4,316
From 7,554
View Trip
8 Day Sunsets in the Lesser Antilles with Virgin Voyages
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Jan 2025 to Mar 2025
Countries Visited: Puerto Rico, Saint Kitts and Nevis, Martinique, Curacao (+1 more), Aruba
INSIDE
$1,949
OCEANVIEW
$2,177
BALCONY
$2,397
SUITE
$5,273
From 1,949
View Trip
11 Day Turquoise Shores, Hidden Isles with Regent Seven Seas
Cruise

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Regent Seven Seas
Ship: Seven Seas Navigator
Departure: 03 January 2025
Countries Visited: Puerto Rico, Grenada, Saint Vincent, Dominica (+5 more), Saint Barthelemy, Antigua and Barbuda, Guadeloupe, Martinique, Saint Kitts and Nevis
Exclusive DealExclusive Solo Offer
INSIDE
-
OCEANVIEW
$7,554
BALCONY
$10,059
SUITE
$11,544
Save 4,316
From 7,554
View Trip
8 Day Caribbean Escapade with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departure: 21 November 2026
Countries Visited: Puerto Rico, Turks and Caicos Islands, Bahamas, USA
Exclusive Savings
INSIDE
-
OCEANVIEW
$8,815
BALCONY
-
SUITE
$11,319
Save 180
From 8,815
View Trip
21 Day Holiday Caribbean Enchantment with Seabourn
Cruise

21 Days (20 Nights) San Juan to Bridgetown
Cruise Line: Seabourn
Ship: Ovation
Departure: 14 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe (+9 more), Martinique, Saint Vincent, Grenada, Barbados, Saint Lucia, Montserrat, Curacao, Aruba, Bonaire
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$14,770
SUITE
$28,531
From 14,770
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Jewel of the Seas
Departure: 17 January 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Martinique (+1 more), Barbados
Exclusive Deal
INSIDE
$1,825
OCEANVIEW
$2,105
BALCONY
$2,678
SUITE
$4,051
Save 621
From 1,565
View Trip
9 Day Yachtsman's Caribbean with Seabourn
Cruise

9 Days (8 Nights) San Juan to Bridgetown
Cruise Line: Seabourn
Ship: Ovation
Departure: 14 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe (+4 more), Martinique, Saint Vincent, Grenada, Barbados
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$5,947
SUITE
$11,590
From 5,947
View Trip
8 Day A Journey to Yacht-filled Harbours and Scenic Sail-ins with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ships: Explora II, Explora I
Departure: 28 February 2025
Countries Visited: Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis (+2 more), Virgin Islands, USA
Exclusive DealThe Total Luxury Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$5,158
SUITE
$6,272
From 5,742
View Trip
8 Day A Journey From San Juan To Miami with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 21 January 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Kitts and Nevis (+1 more), USA
The Total Luxury Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$4,608
SUITE
$5,371
From 4,608
View Trip
15 Day An Extended Journey of Caribbean Culture and Tropical Trails with Explora Journeys
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 21 February 2025
Countries Visited: Puerto Rico, Aruba, Curacao, Bonaire (+6 more), Trinidad and Tobago, Barbados, Saint Lucia, Martinique, Saint Vincent, Grenada
Exclusive DealThe Total Luxury Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$10,840
SUITE
$12,543
From 13,513
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Jewel of the Seas
Departures: Nov 2025 to Apr 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Dominica (+1 more), Barbados
Exclusive Deal
INSIDE
$1,605
OCEANVIEW
$1,755
BALCONY
$2,405
SUITE
$3,531
Save 722
From 1,352
View Trip
15 Day An Extended Journey To Tropical Splendor with Explora Journeys
Cruise

15 Days (14 Nights) San Juan to Bridgetown
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 29 November 2024
Countries Visited: Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis (+5 more), Virgin Islands, USA, Dominica, Martinique, Barbados
Exclusive DealThe Total Luxury Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$11,692
SUITE
$14,216
From 14,553
View Trip
8 Day A Journey From San Juan To Miami with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 29 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Dominican Republic, USA
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$8,133
SUITE
$9,920
From 14,197
View Trip
8 Day A Journey Meandering Amongst Lush Leewards Islands with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 03 March 2026
Countries Visited: Puerto Rico, Saint Martin, Guadeloupe, Saint Kitts and Nevis (+2 more), Virgin Islands, USA
Exclusive DealThe Total Luxury Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$5,658
SUITE
$6,905
From 7,039
View Trip
8 Day Eternal Sunshine with Regent Seven Seas
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Regent Seven Seas
Ship: Seven Seas Navigator
Departure: 30 January 2025
Countries Visited: Puerto Rico, Virgin Islands, Dominica, Saint Lucia (+2 more), Antigua and Barbuda, Saint Barthelemy
Exclusive Solo OfferExclusive Deal
INSIDE
-
OCEANVIEW
$5,997
BALCONY
$7,254
SUITE
$8,581
Save 3,553
From 5,997
View Trip
Results: 61-76 of 76

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Trip Lengths

10 Day

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Cities

San Juan

Routes

San Juan to San Juan

Country Routes

Puerto Rico to USA USA to Puerto Rico

Cruise Lines Exploring The Caribbean & Bahamas

Azamara Caribbean Cruises Celebrity Caribbean Cruises Cunard Caribbean Cruises Holland America Caribbean Cruises MSC Caribbean Cruises NCL Caribbean Cruises Oceania Caribbean Cruises P&O (UK) Caribbean Cruises Ponant Caribbean Cruises Princess Caribbean Cruises Regent Seven Seas Caribbean Cruises Royal Caribbean Caribbean Cruises Scenic Caribbean Cruises Seabourn Caribbean Cruises Silversea Caribbean Cruises Viking Caribbean Cruises Virgin Voyages Caribbean Cruises

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