Saint (Isles) & Seas of the Caribbean
San Juan, Puerto Rico • Tortola • Bridgetown • Castries • St. John's • Philipsburg
Cruise from San Juan, Puerto Rico!
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SHOWTIME IN SUNSHINE
Award-winning experience meets Caribbean charm
Your 2025 plans just got a gorgeous touch as Resilient Lady drops anchor in Puerto Rico.
Cruise Critic's Best New Ship is finally coming to San Juan to bring unparalleled island-hopping luxuries and exclusive-to-her (and also award-winning) entertainment to the Caribbean Sea — so you can experience what the ship the world has been raving about.
Cruise Critic Editors' Picks - Best New Ship
Resilient Lady isn't first in class, but Cruise Critic believes it might be the best.
Cruise Critic Editors’ Pick - Best Entertainment
Immersive experiences, game shows, Greek mythology — critics say we’re light-years ahead in entertainment.
Condé Nast Traveler - #1 Best Large Cruise Ship
With our jaw-dropping entertainment and unique dining options — we’re a Condé Nast Traveler’s favorite.
Travel + Leisure’s #1 Best Mega-Ship
From veteran cruise-goers to newbies, our innovative take on cruising got rave reviews from just about everyone.
Your Caribbean dream begins in San Juan's fiery scene
With 7, 8, 10, and 11-night voyages to choose from, every moment in San Juan is an invitation to explore.
SAN JUAN
A tapestry of culture and sun
Come for the warm weather and beach splendor; stay for the cultural heritage, laid-back vibes, and added adventures — from the thrills of ziplining to tasting different types of rum, uncovering eye-catching street art to giving into reggaeton.
NEW HORIZONS AWAIT
Caribbean adventures; redefined
Explore Dominica's wilds, Cartagena's history, St. Maarten's charm, and St. Vincent's heritage — with late stays on our 7 to 11-night Caribbean voyages, you can dive deep into each destination's culture, cuisine, and unforgettable experiences.
From hidden gems to Sailor faves, Resilient Lady’s new winter itineraries are about to take your breath away.
GET STARTED
Bridging air, land, and sea with ease
Your (effortless) arrival to adventure starts here.
From the clouds to the coast, our Crew can get you settled whether you fly, stay, or float.
TRAVEL NEED-TO-KNOWS
Smooth sailing from the get-go
Say goodbye to customs hassles and long layovers because jetting off to San Juan is a breeze for US-based Sailors. With direct flights to Luis Muñoz Marín International Airport, you’ll land straight into vacation mode. Your gateway to adventure begins at Pier 4, Paseo Concepción de Gracia, Old San Juan, PR 00901.
LET US TAKE CARE OF YOU
Fly and stay the Virgin Way
We make booking your flight and hotel stay easier with end-to-end support from Sailor Services, including competitive pricing, customizable flight plans, flight protection, and flight tracking — no hidden fees and top quality guaranteed. Just hit up our Voyage planners at +1 954-488-2955 after booking your cruise. Easy-(sea)breezy, right?
Find a Shore Thing for every whim
We teamed up with the people who know each destination best: the locals.
The most 5-star cruise reviews
Cruise Critic Cruisers' Choice Awards in 2023. And Condé Nast Traveler’s Best New Cruises in the World in 2023.
What an amazing cruise concept!
"We loved the ship and everything about it. We tried all the restaurants and it is difficult to select one as a favorite - as all had exciting menus and sooooo good food - freshly made of high-quality ingredients."
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Virgin delivers cruising as only Virgin can
"This cruise was literally the best vacation we ever went on. Our cabin was spacious and the crew was amazing. The shows were unique and entertaining. The drinks were delicious and it was awesome every bar had different main cocktails so you could try new things. I highly recommend it!"
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What a great time!
"This was my first cruise, and what an amazing time it was! The crew was amazing. The food was amazing! I love the places scattered around the ship to eat. Especially The Galley. Great vibe onboard. You can do as much or as little as you want to."
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10/10 would recommend
"Overall everything was an amazing experience; the staff always made sure we were good and super helpful. I would recommend anyone to this cruise line over any other one. I think that you are definitely getting your money’s worth in value, in every aspect of the meaning."
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Caribbean Cruises from San Juan, Puerto Rico
Set sail from historic San Juan, Puerto Rico, and discover the Caribbean on Virgin Voyages' adults-only cruises. Our adults-only cruises departing from Puerto Rico offer easy access to the region’s most captivating islands, immersive late stays, and award-winning experiences at sea.
Whether you're flying in for a quick escape or turning your cruise into a longer Puerto Rico holiday, San Juan is the perfect departure point for your next Caribbean cruise adventure.
Why Cruise from Puerto Rico with Virgin Voyages?
Start Your Journey in San Juan
As one of the most iconic cruise ports in the Caribbean, San Juan blends old-world charm with modern flair. Explore colorful Old San Juan, sip local rum, or hike through lush rainforests before you even board the ship. It’s not just your starting point—it’s a vacation destination in itself.
More Islands, Less Distance
Cruising from Puerto Rico means you’re already deep in the heart of the Caribbean. That means more time in paradise and less time at sea. From Tortola and St. Maarten to Barbados, and beyond, our San Juan cruise itineraries take you closer to the islands you’ve been dreaming about.
Longer Cruises & Late Stays
Some of our cruises feature longer cruises and some later stays, giving you time to actually experience the destinations—enjoy dinner ashore, dance under the stars, or take in the culture without watching the clock.
Award-Winning Cruising—Adults Only
No kids. No buffets. No formal nights with stuffy dining rooms. Just the best curated cruise itineraries, Michelin-level restaurants, award-winning onboard entertainment, and the freedom to cruise your way. Virgin Voyages from San Juan brings a new vibe to Caribbean cruises.
Virgin Voyages San Juan Cruises– What’s Included?
Cruising from San Juan with Virgin Voyages means you’ll enjoy:
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All food (20+ eateries, no buffets)
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WiFi, group workouts included
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Luxurious cabins, many with sea views or balconies
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Epic entertainment, including live music & immersive shows
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Access to curated Caribbean shore excursions
Ready to Cruise from Puerto Rico?
From sun-soaked adventures and vibrant island culture to award-winning ships and elevated experiences at sea, cruises from San Juan with Virgin Voyages are redefining what it means to cruise the Caribbean. All that’s left to do is book it, and book it early and save!
