Cruises from Puerto Rico

Cruises from Puerto Rico

Cruises from San Juan offer a vibrant gateway to the Caribbean, blending colourful colonial streets, rich Spanish heritage and easy access to beaches, rainforests and island-hopping itineraries across the region.

Your Gateway to Caribbean Cruising

San Juan is one of the Caribbean’s most vibrant cruise departure ports, blending colourful colonial history with effortless embarkation. After arriving in Puerto Rico’s capital, you are just minutes from the cruise terminals beside historic Old San Juan. Whether boarding straight away or enjoying a hotel stay first, cruises from San Juan offer an ideal starting point for a Caribbean cruise holiday exploring the islands of the Eastern and Southern Caribbean.

San Juan Puerto Rico capitol

Cruise & Stay Holidays in Puerto Rico

A cruise and stay holiday in Puerto Rico allows you to experience the atmosphere of San Juan before or after your sailing. Wander the colourful streets of Old San Juan, visit historic Spanish forts or enjoy local cuisine and live music along the waterfront. Adding a hotel stay turns your cruise into a longer Caribbean escape, combining island hopping with time to explore one of the region’s most historic and energetic capitals.

Find your next Cruise & Stay Holiday in Puerto Rico ➜

Why Start Your Cruise From San Juan, Puerto Rico?

San Juan is ideally positioned for Caribbean itineraries, allowing ships to reach multiple islands with minimal sea time. Cruises departing from the Caribbean island of Puerto Rico often visit destinations such as St Thomas, St Kitts, Antigua and St Lucia. With the cruise terminals located close to the historic centre, guests can step straight from ship to cobbled streets, colonial architecture and lively waterfront cafés.

Top 3 Things to Do in San Juan

Before or after your cruise, San Juan offers a blend of historic landmarks, vibrant culture and Caribbean flavours, making it well worth exploring during your time in Puerto Rico.

San Juan Puerto Rico old town

Explore Old San Juan

Walk colourful streets lined with pastel colonial buildings, lively plazas and centuries-old Spanish architecture.

View of the old fort of San Juan on the Caribbean island of Puerto Rico

Visit El Morro Fortress

This dramatic 16th-century fortress guards San Juan Bay and offers sweeping views across the Atlantic.

San Juan Puerto Rico rum

Visit a Puerto Rican Rum Distillery

Discover Puerto Rico’s rum heritage with a visit to Casa Bacardí or a local distillery, where guided tours reveal the craft behind this iconic Caribbean spirit.

Antigua, Antigua and Barbuda

Where Can You Cruise to From San Juan?

Cruises from San Juan explore many of the Caribbean’s most beautiful islands. Sailings frequently include destinations such as St Thomas, St Maarten, St Kitts, Antigua and Dominica, with some itineraries continuing to St Lucia, Barbados and the southern Caribbean. Departing from the island of Puerto Rico means less time at sea and more opportunities to discover vibrant island culture, tropical beaches and historic ports.

Cruise Lines Sailing From San Juan

A range of contemporary, premium and luxury cruise lines operate Caribbean itineraries from San Juan, offering a variety of ships and routes across the Eastern and Southern Caribbean.

Cruises from Puerto Rico - Frequently Asked Questions

If you are planning a cruise from Puerto Rico, these answers cover some of the most common questions about fly-cruise holidays, cruise and stay packages and departing from San Juan.

Yes. San Juan is one of the Caribbean’s major cruise departure ports, with ships sailing round-trip itineraries across the Eastern and Southern Caribbean. The main cruise terminals are located close to Old San Juan, making embarkation convenient and allowing you to explore the historic city before or after your cruise.

Puerto Rico is a territory of the United States, so British passport holders must meet US entry requirements. Most visitors travel using the ESTA visa waiver programme, which must be approved before departure. It is always best to check the latest travel requirements before travelling.

Puerto Rico is a Caribbean island and an unincorporated territory of the United States. This means visitors experience the culture, beaches and cuisine of the Caribbean while benefiting from US infrastructure and travel standards. In San Juan you will find colourful colonial streets, Spanish forts and lively Caribbean music alongside modern hotels and excellent transport connections.

One of Puerto Rico’s most famous dishes is mofongo, a traditional recipe made with mashed fried plantain, garlic and pork or seafood. It is widely served across San Juan and is a must-try when exploring the island’s restaurants and local eateries before your cruise.

Yes. Puerto Rico is a diverse island with rainforests, beaches and historic towns easily reached from San Juan. Many guests spend a few days exploring the island before their cruise to experience more of Puerto Rican culture and landscapes.

Yes. El Yunque National Forest is about 45 minutes from San Juan and is the only tropical rainforest in the US National Forest system. Visitors can enjoy scenic drives, waterfalls, hiking trails and spectacular views across the island.

Puerto Rico is famous for its bioluminescent bays where microscopic organisms glow in the water at night. One of the most popular experiences is kayaking in Mosquito Bay or Laguna Grande, where the water lights up with every movement.

Luis Muñoz Marín International Airport is around 15 to 20 minutes from the cruise terminals in San Juan, making transfers quick and convenient for guests arriving before their cruise.

Condado Beach and Isla Verde Beach are both within easy reach of the cruise terminal. These popular beaches offer golden sand, warm Caribbean waters and beachfront restaurants just a short taxi ride from Old San Juan.

Book Your Next Cruise From Puerto Rico

Discover our latest cruises from San Juan and explore the Caribbean on a vibrant and unforgettable island-hopping journey departing from Puerto Rico. Paramount Cruises is a recommended UK travel partner of Discover Puerto Rico.

San Juan

We found

2 cruise packages and 458 cruises

Valiant Lady, Caribbean
1 / 26
15 % off
Virgin Voyages
Duration
6 nights
Date
14 Nov 2026
Ship
Valiant Lady
  • Departure - San Juan, Puerto Rico
  • 6 stops  
  • Arrival - San Juan, Puerto Rico
£824
From
£701
Price per person / balcony stateroom
2 Available promotions:
Black Friday Preview: $200 FREE drinks in a Sea Terrace (TR), Black Friday Preview: $300 FREE drinks per Rockstar Suite
Norwegian Prima, Caribbean
1 / 33
Discount
Norwegian Cruise Line
Duration
7 nights
Date
15 Nov 2026
Ship
Norwegian Prima
  • Departure - San Juan, Puerto Rico
  • 8 stops  
  • Arrival - San Juan, Puerto Rico
£1685
From
£1652
Price per person / suite
Available promotion:
Upgrade to Free at Sea™ for £249pp
Star Pride, Caribbean
1 / 19
6 % off
Windstar Cruises
Duration
7 nights
Date
15 Nov 2026
Ship
Star Pride
  • Departure - San Juan, Puerto Rico
  • 6 stops  
  • Arrival - San Juan, Puerto Rico
£1826
From
£1717
Price per person / suite
Available promotion:
Free All-Inclusive Package
EXPLORA III, Caribbean
1 / 25
5 % off
Explora Journeys
Duration
7 nights
Date
15 Nov 2026
Ship
EXPLORA III
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - Miami, Florida, USA
£3220
From
£3059
Price per person / suite
Available promotion:
The Exclusive Invitation, up to 40% off
Star Pride, Caribbean
1 / 19
6 % off
Windstar Cruises
Duration
14 nights
Date
15 Nov 2026
Ship
Star Pride
  • Departure - San Juan, Puerto Rico
  • 12 stops  
  • Arrival - San Juan, Puerto Rico
£3470
From
£3262
Price per person / suite
Available promotion:
Free All-Inclusive Package
EXPLORA III, Caribbean
1 / 25
5 % off
Explora Journeys
Duration
14 nights
Date
15 Nov 2026
Ship
EXPLORA III
  • Departure - San Juan, Puerto Rico
  • 12 stops  
  • Arrival - San Juan, Puerto Rico
£33800
From
£32110
Price per person / suite
Available promotion:
The Exclusive Invitation, up to 40% off
Valiant Lady, Caribbean
1 / 26
15 % off
Virgin Voyages
Duration
8 nights
Date
20 Nov 2026
Ship
Valiant Lady
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£665
From
£566
Price per person / inside stateroom
2 Available promotions:
Black Friday Preview: $200 FREE drinks in a Sea Terrace (TR), Black Friday Preview: $300 FREE drinks per Rockstar Suite
Rhapsody of the Seas, Caribbean
1 / 16
Discount
Royal Caribbean
Duration
7 nights
Date
21 Nov 2026
Ship
Rhapsody of the Seas
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£744
From
£730
Price per person / inside stateroom
Show all departures (4)
Azamara Journey, Caribbean
1 / 14
10 % off
Azamara
Duration
7 nights
Date
21 Nov 2026
Ship
Azamara Journey
  • Departure - San Juan, Puerto Rico
  • 8 stops  
  • Arrival - Bridgetown, Barbados
£2269
From
£2043
Price per person / balcony stateroom
Available promotion:
Up to $450 Onboard Spend - See details for breakdown
Emerald Sakara, Bahamas
1 / 18
6 % off
Emerald Cruises
Duration
7 nights
Date
21 Nov 2026
Ship
Emerald Sakara
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - Miami, Florida, USA
£4217
From
£3964
Price per person / oceanview stateroom
Norwegian Prima, Caribbean
1 / 33
Discount
Norwegian Cruise Line
Duration
7 nights
Date
22 Nov 2026
Ship
Norwegian Prima
  • Departure - San Juan, Puerto Rico
  • 8 stops  
  • Arrival - San Juan, Puerto Rico
£930
From
£912
Price per person / oceanview stateroom
Show all departures (13)
Available promotion:
Upgrade to Free at Sea™ for £249pp
Star Pride, Caribbean
1 / 19
6 % off
Windstar Cruises
Duration
7 nights
Date
22 Nov 2026
Ship
Star Pride
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£1802
From
£1694
Price per person / suite
Available promotion:
Free All-Inclusive Package
Star Pride, Caribbean
1 / 19
6 % off
Windstar Cruises
Duration
14 nights
Date
22 Nov 2026
Ship
Star Pride
  • Departure - San Juan, Puerto Rico
  • 12 stops  
  • Arrival - San Juan, Puerto Rico
£3993
From
£3754
Price per person / suite
Available promotion:
Free All-Inclusive Package
Viking Sea, Caribbean
1 / 19
5 % off
Viking Cruises
Duration
10 nights
Date
25 Nov 2026
Ship
Viking Sea
  • Departure - San Juan, Puerto Rico
  • 11 stops  
  • Arrival - San Juan, Puerto Rico
£4995
From
£4746
Price per person / balcony stateroom
Available promotion:
Flights, transfers, tours, tips & more included
Celebrity Constellation, Caribbean
1 / 13
Discount
Celebrity Cruises
Duration
7 nights
Date
28 Nov 2026
Ship
Celebrity Constellation
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£449
From
£441
Price per person / oceanview stateroom
2 Available promotions:
Black Friday Preview Sale, up to 75% off Guest 2 plus up to $700 onboard spend, Upgrade to All included from £50pppn
Rhapsody of the Seas, Caribbean
1 / 16
Discount
Royal Caribbean
Duration
7 nights
Date
28 Nov 2026
Ship
Rhapsody of the Seas
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£459
From
£450
Price per person / oceanview stateroom
Show all departures (5)
Valiant Lady, Caribbean
1 / 26
15 % off
Virgin Voyages
Duration
7 nights
Date
28 Nov 2026
Ship
Valiant Lady
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£635
From
£540
Price per person / oceanview stateroom
3 Available promotions:
$300 Bar Tab when you book a Sea Terrace (TR) cabin, Black Friday Preview: $200 FREE drinks in a Sea Terrace (TR), Black Friday Preview: $300 FREE drinks per Rockstar Suite
Vision of the Seas, Caribbean
1 / 20
Discount
Royal Caribbean
Duration
7 nights
Date
29 Nov 2026
Ship
Vision of the Seas
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£453
From
£444
Price per person / inside stateroom
Show all departures (8)
Star Pride, Caribbean
1 / 19
6 % off
Windstar Cruises
Duration
7 nights
Date
29 Nov 2026
Ship
Star Pride
  • Departure - San Juan, Puerto Rico
  • 6 stops  
  • Arrival - San Juan, Puerto Rico
£2349
From
£2209
Price per person / suite
Available promotion:
Free All-Inclusive Package
EXPLORA III, Caribbean
1 / 25
5 % off
Explora Journeys
Duration
7 nights
Date
29 Nov 2026
Ship
EXPLORA III
  • Departure - San Juan, Puerto Rico
  • 6 stops  
  • Arrival - Miami, Florida, USA
£3120
From
£2964
Price per person / suite
Available promotion:
The Exclusive Invitation, up to 40% off
Star Pride, Caribbean
1 / 19
6 % off
Windstar Cruises
Duration
14 nights
Date
29 Nov 2026
Ship
Star Pride
  • Departure - San Juan, Puerto Rico
  • 12 stops  
  • Arrival - San Juan, Puerto Rico
£3993
From
£3754
Price per person / suite
Available promotion:
Free All-Inclusive Package
EXPLORA III, Caribbean
1 / 25
5 % off
Explora Journeys
Duration
14 nights
Date
29 Nov 2026
Ship
EXPLORA III
  • Departure - San Juan, Puerto Rico
  • 11 stops  
  • Arrival - San Juan, Puerto Rico
£8435
From
£8014
Price per person / suite
Available promotion:
The Exclusive Invitation, up to 40% off
Valiant Lady, Caribbean
1 / 26
15 % off
Virgin Voyages
Duration
7 nights
Date
5 Dec 2026
Ship
Valiant Lady
  • Departure - San Juan, Puerto Rico
  • 6 stops  
  • Arrival - San Juan, Puerto Rico
£694
From
£590
Price per person / inside stateroom
Show all departures (4)
2 Available promotions:
Black Friday Preview: $200 FREE drinks in a Sea Terrace (TR), Black Friday Preview: $300 FREE drinks per Rockstar Suite
Celebrity Constellation, Caribbean
1 / 13
Discount
Celebrity Cruises
Duration
7 nights
Date
5 Dec 2026
Ship
Celebrity Constellation
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£808
From
£792
Price per person / inside stateroom
2 Available promotions:
Black Friday Preview Sale, up to 75% off Guest 2 plus up to $700 onboard spend, Upgrade to All included from £50pppn
Viking Sea, Caribbean
1 / 19
5 % off
Viking Cruises
Duration
10 nights
Date
5 Dec 2026
Ship
Viking Sea
  • Departure - San Juan, Puerto Rico
  • 11 stops  
  • Arrival - San Juan, Puerto Rico
£4395
From
£4176
Price per person / balcony stateroom
Available promotion:
Flights, transfers, tours, tips & more included
Vision of the Seas, Caribbean
1 / 20
Discount
Royal Caribbean
Duration
7 nights
Date
6 Dec 2026
Ship
Vision of the Seas
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£594
From
£583
Price per person / inside stateroom
Show all departures (2)
Norwegian Prima, Caribbean
1 / 33
Discount
Norwegian Cruise Line
Duration
7 nights
Date
6 Dec 2026
Ship
Norwegian Prima
  • Departure - San Juan, Puerto Rico
  • 8 stops  
  • Arrival - San Juan, Puerto Rico
£604
From
£592
Price per person / inside stateroom
Available promotion:
Upgrade to Free at Sea™ for £249pp
Star Pride, Caribbean
1 / 19
6 % off
Windstar Cruises
Duration
7 nights
Date
6 Dec 2026
Ship
Star Pride
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£1802
From
£1694
Price per person / suite
Available promotion:
Free All-Inclusive Package
Star Pride, Caribbean
1 / 19
6 % off
Windstar Cruises
Duration
14 nights
Date
6 Dec 2026
Ship
Star Pride
  • Departure - San Juan, Puerto Rico
  • 12 stops  
  • Arrival - San Juan, Puerto Rico
£3313
From
£3115
Price per person / suite
Available promotion:
Free All-Inclusive Package
Emerald Sakara, Caribbean
1 / 18
6 % off
Emerald Cruises
Duration
6 nights
Date
7 Dec 2026
Ship
Emerald Sakara
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - Charlotte Amalie, St Thomas, Virgin Islands
£4478
From
£4210
Price per person / suite
Valiant Lady, Caribbean
1 / 26
15 % off
Virgin Voyages
Duration
7 nights
Date
12 Dec 2026
Ship
Valiant Lady
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£690
From
£587
Price per person / inside stateroom
Show all departures (2)
2 Available promotions:
Black Friday Preview: $200 FREE drinks in a Sea Terrace (TR), Black Friday Preview: $300 FREE drinks per Rockstar Suite
Celebrity Constellation, Caribbean
1 / 13
Discount
Celebrity Cruises
Duration
7 nights
Date
12 Dec 2026
Ship
Celebrity Constellation
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£764
From
£749
Price per person / inside stateroom
2 Available promotions:
Black Friday Preview Sale, up to 75% off Guest 2 plus up to $700 onboard spend, Upgrade to All included from £50pppn
Norwegian Prima, Caribbean
1 / 33
Discount
Norwegian Cruise Line
Duration
7 nights
Date
13 Dec 2026
Ship
Norwegian Prima
  • Departure - San Juan, Puerto Rico
  • 8 stops  
  • Arrival - San Juan, Puerto Rico
£553
From
£542
Price per person / oceanview stateroom
Available promotion:
Upgrade to Free at Sea™ for £249pp
Star Pride, Caribbean
1 / 19
6 % off
Windstar Cruises
Duration
7 nights
Date
13 Dec 2026
Ship
Star Pride
  • Departure - San Juan, Puerto Rico
  • 6 stops  
  • Arrival - San Juan, Puerto Rico
£1826
From
£1717
Price per person / suite
Available promotion:
Free All-Inclusive Package
EXPLORA III, Caribbean
1 / 25
5 % off
Explora Journeys
Duration
7 nights
Date
13 Dec 2026
Ship
EXPLORA III
  • Departure - San Juan, Puerto Rico
  • 6 stops  
  • Arrival - Miami, Florida, USA
£2990
From
£2841
Price per person / suite
Available promotion:
The Exclusive Invitation, up to 40% off
Star Pride, Caribbean
1 / 19
6 % off
Windstar Cruises
Duration
14 nights
Date
13 Dec 2026
Ship
Star Pride
  • Departure - San Juan, Puerto Rico
  • 12 stops  
  • Arrival - San Juan, Puerto Rico
£3784
From
£3557
Price per person / suite
Available promotion:
Free All-Inclusive Package
Celebrity Constellation, Caribbean
1 / 13
Discount
Celebrity Cruises
Duration
7 nights
Date
19 Dec 2026
Ship
Celebrity Constellation
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£389
From
£382
Price per person / inside stateroom
2 Available promotions:
Black Friday Preview Sale, up to 75% off Guest 2 plus up to $700 onboard spend, Upgrade to All included from £50pppn
Valiant Lady, Caribbean
1 / 26
15 % off
Virgin Voyages
Duration
7 nights
Date
19 Dec 2026
Ship
Valiant Lady
  • Departure - San Juan, Puerto Rico
  • 6 stops  
  • Arrival - San Juan, Puerto Rico
£742
From
£631
Price per person / oceanview stateroom
3 Available promotions:
$300 Bar Tab when you book a Sea Terrace (TR) cabin, Black Friday Preview: $200 FREE drinks in a Sea Terrace (TR), Black Friday Preview: $300 FREE drinks per Rockstar Suite
Rhapsody of the Seas, Caribbean
1 / 16
Discount
Royal Caribbean
Duration
7 nights
Date
19 Dec 2026
Ship
Rhapsody of the Seas
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£782
From
£767
Price per person / inside stateroom
Norwegian Prima, Caribbean
1 / 33
Discount
Norwegian Cruise Line
Duration
7 nights
Date
20 Dec 2026
Ship
Norwegian Prima
  • Departure - San Juan, Puerto Rico
  • 6 stops  
  • Arrival - San Juan, Puerto Rico
£585
From
£574
Price per person / inside stateroom
Available promotion:
Upgrade to Free at Sea™ for £249pp
Vision of the Seas, Caribbean
1 / 20
Discount
Royal Caribbean
Duration
7 nights
Date
20 Dec 2026
Ship
Vision of the Seas
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£646
From
£634
Price per person / inside stateroom
Star Pride, Caribbean
1 / 19
6 % off
Windstar Cruises
Duration
7 nights
Date
20 Dec 2026
Ship
Star Pride
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£2116
From
£1990
Price per person / suite
Available promotion:
Free All-Inclusive Package
Star Pride, Caribbean
1 / 19
6 % off
Windstar Cruises
Duration
14 nights
Date
20 Dec 2026
Ship
Star Pride
  • Departure - San Juan, Puerto Rico
  • 12 stops  
  • Arrival - San Juan, Puerto Rico
£3784
From
£3557
Price per person / suite
Available promotion:
Free All-Inclusive Package
EXPLORA I, Caribbean
1 / 27
5 % off
Explora Journeys
Duration
7 nights
Date
20 Dec 2026
Ship
EXPLORA I
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - Miami, Florida, USA
£4200
From
£3990
Price per person / suite
Available promotion:
The Exclusive Invitation, up to 40% off
Silver Shadow, Caribbean
1 / 19
6 % off
Silversea
Duration
7 nights
Date
20 Dec 2026
Ship
Silver Shadow
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£5150
From
£4841
Price per person / suite
Celebrity Constellation, Caribbean
1 / 13
Discount
Celebrity Cruises
Duration
7 nights
Date
26 Dec 2026
Ship
Celebrity Constellation
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£595
From
£584
Price per person / inside stateroom
2 Available promotions:
Black Friday Preview Sale, up to 75% off Guest 2 plus up to $700 onboard spend, Upgrade to All included from £50pppn
Rhapsody of the Seas, Caribbean
1 / 16
Discount
Royal Caribbean
Duration
7 nights
Date
26 Dec 2026
Ship
Rhapsody of the Seas
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£901
From
£883
Price per person / inside stateroom
Valiant Lady, Caribbean
1 / 26
15 % off
Virgin Voyages
Duration
7 nights
Date
26 Dec 2026
Ship
Valiant Lady
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£1170
From
£995
Price per person / inside stateroom
2 Available promotions:
Black Friday Preview: $200 FREE drinks in a Sea Terrace (TR), Black Friday Preview: $300 FREE drinks per Rockstar Suite
Crown Princess, Caribbean
1 / 20
Discount
Princess Cruises
Duration
7 nights
Date
27 Dec 2026
Ship
Crown Princess
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£851
From
£834
Price per person / inside stateroom
Norwegian Prima, Caribbean
1 / 33
Discount
Norwegian Cruise Line
Duration
7 nights
Date
27 Dec 2026
Ship
Norwegian Prima
  • Departure - San Juan, Puerto Rico
  • 8 stops  
  • Arrival - San Juan, Puerto Rico
£958
From
£939
Price per person / inside stateroom
Show all departures (2)
Available promotion:
Upgrade to Free at Sea™ for £249pp
Vision of the Seas, Caribbean
1 / 20
Discount
Royal Caribbean
Duration
7 nights
Date
27 Dec 2026
Ship
Vision of the Seas
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£1116
From
£1094
Price per person / inside stateroom
Crown Princess, Caribbean
1 / 20
Discount
Princess Cruises
Duration
14 nights
Date
27 Dec 2026
Ship
Crown Princess
  • Departure - San Juan, Puerto Rico
  • 13 stops  
  • Arrival - San Juan, Puerto Rico
£1427
From
£1399
Price per person / inside stateroom
Star Pride, Caribbean
1 / 19
6 % off
Windstar Cruises
Duration
7 nights
Date
27 Dec 2026
Ship
Star Pride
  • Departure - San Juan, Puerto Rico
  • 6 stops  
  • Arrival - San Juan, Puerto Rico
£1826
From
£1717
Price per person / suite
Available promotion:
Free All-Inclusive Package
Star Pride, Caribbean
1 / 19
6 % off
Windstar Cruises
Duration
14 nights
Date
27 Dec 2026
Ship
Star Pride
  • Departure - San Juan, Puerto Rico
  • 12 stops  
  • Arrival - San Juan, Puerto Rico
£3575
From
£3361
Price per person / suite
Available promotion:
Free All-Inclusive Package
EXPLORA III, Caribbean
1 / 25
5 % off
Explora Journeys
Duration
8 nights
Date
28 Dec 2026
Ship
EXPLORA III
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - Miami, Florida, USA
£5550
From
£5273
Price per person / suite
Available promotion:
The Exclusive Invitation, up to 40% off
EXPLORA III, Caribbean
1 / 25
5 % off
Explora Journeys
Duration
16 nights
Date
28 Dec 2026
Ship
EXPLORA III
  • Departure - San Juan, Puerto Rico
  • 13 stops  
  • Arrival - San Juan, Puerto Rico
£13310
From
£12645
Price per person / suite
Available promotion:
The Exclusive Invitation, up to 40% off
Silver Nova, Caribbean
1 / 22
6 % off
Silversea
Duration
8 nights
Date
29 Dec 2026
Ship
Silver Nova
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - Miami, Florida, USA
£7300
From
£6862
Price per person / suite
Celebrity Constellation, Caribbean
1 / 13
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Celebrity Cruises
Duration
7 nights
Date
2 Jan 2027
Ship
Celebrity Constellation
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£600
From
£588
Price per person / inside stateroom
Show all departures (4)
2 Available promotions:
Black Friday Preview Sale, up to 75% off Guest 2 plus up to $700 onboard spend, Upgrade to All included from £50pppn
Valiant Lady, Caribbean
1 / 26
15 % off
Virgin Voyages
Duration
7 nights
Date
2 Jan 2027
Ship
Valiant Lady
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£796
From
£677
Price per person / inside stateroom
2 Available promotions:
Black Friday Preview: $200 FREE drinks in a Sea Terrace (TR), Black Friday Preview: $300 FREE drinks per Rockstar Suite
Vision of the Seas, Caribbean
1 / 20
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Royal Caribbean
Duration
7 nights
Date
3 Jan 2027
Ship
Vision of the Seas
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£527
From
£517
Price per person / inside stateroom
Crown Princess, Caribbean
1 / 20
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Princess Cruises
Duration
5 nights
Date
3 Jan 2027
Ship
Crown Princess
  • Departure - San Juan, Puerto Rico
  • 6 stops  
  • Arrival - Bridgetown, Barbados
£561
From
£550
Price per person / inside stateroom
Norwegian Prima, Caribbean
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Norwegian Cruise Line
Duration
7 nights
Date
3 Jan 2027
Ship
Norwegian Prima
  • Departure - San Juan, Puerto Rico
  • 6 stops  
  • Arrival - San Juan, Puerto Rico
£718
From
£704
Price per person / inside stateroom
Available promotion:
Upgrade to Free at Sea™ for £249pp
Crown Princess, Caribbean
1 / 20
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Princess Cruises
Duration
7 nights
Date
3 Jan 2027
Ship
Crown Princess
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£747
From
£733
Price per person / oceanview stateroom
Crown Princess, Caribbean
1 / 20
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Princess Cruises
Duration
14 nights
Date
3 Jan 2027
Ship
Crown Princess
  • Departure - San Juan, Puerto Rico
  • 13 stops  
  • Arrival - San Juan, Puerto Rico
£1187
From
£1164
Price per person / inside stateroom
Star Pride, Caribbean
1 / 19
6 % off
Windstar Cruises
Duration
7 nights
Date
3 Jan 2027
Ship
Star Pride
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£1906
From
£1792
Price per person / suite
Available promotion:
Free All-Inclusive Package
Star Pride, Caribbean
1 / 19
6 % off
Windstar Cruises
Duration
14 nights
Date
3 Jan 2027
Ship
Star Pride
  • Departure - San Juan, Puerto Rico
  • 12 stops  
  • Arrival - San Juan, Puerto Rico
£3888
From
£3655
Price per person / suite
Available promotion:
Free All-Inclusive Package
Silver Shadow, Caribbean
1 / 19
6 % off
Silversea
Duration
7 nights
Date
3 Jan 2027
Ship
Silver Shadow
  • Departure - San Juan, Puerto Rico
  • 8 stops  
  • Arrival - San Juan, Puerto Rico
£5000
From
£4700
Price per person / suite
EXPLORA I, Caribbean
1 / 27
5 % off
Explora Journeys
Duration
7 nights
Date
4 Jan 2027
Ship
EXPLORA I
  • Departure - San Juan, Puerto Rico
  • 6 stops  
  • Arrival - Miami, Florida, USA
£3600
From
£3420
Price per person / suite
Available promotion:
The Exclusive Invitation, up to 40% off
EXPLORA I, Caribbean
1 / 27
5 % off
Explora Journeys
Duration
16 nights
Date
4 Jan 2027
Ship
EXPLORA I
  • Departure - San Juan, Puerto Rico
  • 12 stops  
  • Arrival - Miami, Florida, USA
£7350
From
£6983
Price per person / suite
Available promotion:
The Exclusive Invitation, up to 40% off
Azamara Journey, Caribbean
1 / 14
10 % off
Azamara
Duration
9 nights
Date
5 Jan 2027
Ship
Azamara Journey
  • Departure - San Juan, Puerto Rico
  • 8 stops  
  • Arrival - Miami, Florida, USA
£1189
From
£1071
Price per person / inside stateroom
Available promotion:
Up to $450 Onboard Spend - See details for breakdown
Rhapsody of the Seas, Caribbean
1 / 16
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Royal Caribbean
Duration
7 nights
Date
9 Jan 2027
Ship
Rhapsody of the Seas
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£384
From
£377
Price per person / inside stateroom
Celebrity Constellation, Caribbean
1 / 13
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Celebrity Cruises
Duration
7 nights
Date
9 Jan 2027
Ship
Celebrity Constellation
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£582
From
£571
Price per person / inside stateroom
2 Available promotions:
Black Friday Preview Sale, up to 75% off Guest 2 plus up to $700 onboard spend, Upgrade to All included from £50pppn
Emerald Sakara, Caribbean
1 / 18
6 % off
Emerald Cruises
Duration
7 nights
Date
9 Jan 2027
Ship
Emerald Sakara
  • Departure - San Juan, Puerto Rico
  • 8 stops  
  • Arrival - Charlotte Amalie, St Thomas, Virgin Islands
£11792
From
£11085
Price per person / suite
Show all departures (3)
Crown Princess, Caribbean
1 / 20
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Princess Cruises
Duration
7 nights
Date
10 Jan 2027
Ship
Crown Princess
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£547
From
£537
Price per person / inside stateroom
Norwegian Prima, Caribbean
1 / 33
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Norwegian Cruise Line
Duration
7 nights
Date
10 Jan 2027
Ship
Norwegian Prima
  • Departure - San Juan, Puerto Rico
  • 8 stops  
  • Arrival - San Juan, Puerto Rico
£578
From
£567
Price per person / oceanview stateroom
Available promotion:
Upgrade to Free at Sea™ for £249pp
Crown Princess, Caribbean
1 / 20
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Princess Cruises
Duration
14 nights
Date
10 Jan 2027
Ship
Crown Princess
  • Departure - San Juan, Puerto Rico
  • 13 stops  
  • Arrival - San Juan, Puerto Rico
£1327
From
£1301
Price per person / inside stateroom
Star Pride, Caribbean
1 / 19
6 % off
Windstar Cruises
Duration
7 nights
Date
10 Jan 2027
Ship
Star Pride
  • Departure - San Juan, Puerto Rico
  • 6 stops  
  • Arrival - San Juan, Puerto Rico
£2139
From
£2011
Price per person / suite
Available promotion:
Free All-Inclusive Package
Silver Shadow, Caribbean
1 / 19
6 % off
Silversea
Duration
10 nights
Date
10 Jan 2027
Ship
Silver Shadow
  • Departure - San Juan, Puerto Rico
  • 11 stops  
  • Arrival - Bridgetown, Barbados
£3750
From
£3525
Price per person / suite
EXPLORA III, Caribbean
1 / 25
5 % off
Explora Journeys
Duration
8 nights
Date
13 Jan 2027
Ship
EXPLORA III
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - Miami, Florida, USA
£4835
From
£4594
Price per person / suite
Available promotion:
The Exclusive Invitation, up to 40% off
EXPLORA III, Caribbean
1 / 25
5 % off
Explora Journeys
Duration
16 nights
Date
13 Jan 2027
Ship
EXPLORA III
  • Departure - San Juan, Puerto Rico
  • 13 stops  
  • Arrival - San Juan, Puerto Rico
£8680
From
£8246
Price per person / suite
Available promotion:
The Exclusive Invitation, up to 40% off
Rhapsody of the Seas, Caribbean
1 / 16
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Royal Caribbean
Duration
7 nights
Date
16 Jan 2027
Ship
Rhapsody of the Seas
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£392
From
£385
Price per person / inside stateroom
Celebrity Constellation, Caribbean
1 / 13
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Celebrity Cruises
Duration
7 nights
Date
16 Jan 2027
Ship
Celebrity Constellation
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£606
From
£594
Price per person / inside stateroom
Show all departures (2)
2 Available promotions:
Black Friday Preview Sale, up to 75% off Guest 2 plus up to $700 onboard spend, Upgrade to All included from £50pppn
Vision of the Seas, Caribbean
1 / 20
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Royal Caribbean
Duration
7 nights
Date
17 Jan 2027
Ship
Vision of the Seas
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£474
From
£465
Price per person / inside stateroom
Norwegian Prima, Caribbean
1 / 33
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Norwegian Cruise Line
Duration
7 nights
Date
17 Jan 2027
Ship
Norwegian Prima
  • Departure - San Juan, Puerto Rico
  • 6 stops  
  • Arrival - San Juan, Puerto Rico
£505
From
£495
Price per person / inside stateroom
Available promotion:
Upgrade to Free at Sea™ for £249pp
Crown Princess, Caribbean
1 / 20
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Princess Cruises
Duration
7 nights
Date
17 Jan 2027
Ship
Crown Princess
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£827
From
£811
Price per person / inside stateroom
Crown Princess, Caribbean
1 / 20
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Princess Cruises
Duration
14 nights
Date
17 Jan 2027
Ship
Crown Princess
  • Departure - San Juan, Puerto Rico
  • 13 stops  
  • Arrival - San Juan, Puerto Rico
£1187
From
£1164
Price per person / inside stateroom
Celebrity Constellation, Caribbean
1 / 13
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Celebrity Cruises
Duration
7 nights
Date
23 Jan 2027
Ship
Celebrity Constellation
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£571
From
£560
Price per person / inside stateroom
Show all departures (3)
2 Available promotions:
Black Friday Preview Sale, up to 75% off Guest 2 plus up to $700 onboard spend, Upgrade to All included from £50pppn
Valiant Lady, Caribbean
1 / 26
15 % off
Virgin Voyages
Duration
6 nights
Date
23 Jan 2027
Ship
Valiant Lady
  • Departure - San Juan, Puerto Rico
  • 6 stops  
  • Arrival - San Juan, Puerto Rico
£638
From
£543
Price per person / inside stateroom
Show all departures (2)
2 Available promotions:
Black Friday Preview: $200 FREE drinks in a Sea Terrace (TR), Black Friday Preview: $300 FREE drinks per Rockstar Suite
Crown Princess, Caribbean
1 / 20
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Princess Cruises
Duration
7 nights
Date
24 Jan 2027
Ship
Crown Princess
  • Departure - San Juan, Puerto Rico
  • 7 stops  
  • Arrival - San Juan, Puerto Rico
£497
From
£488
Price per person / inside stateroom
Crown Princess, Caribbean
1 / 20
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Princess Cruises
Duration
14 nights
Date
24 Jan 2027
Ship
Crown Princess
  • Departure - San Juan, Puerto Rico
  • 13 stops  
  • Arrival - San Juan, Puerto Rico
£1277
From
£1252
Price per person / oceanview stateroom
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