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Southern Caribbean & Aruban Nights

7-NIGHT ROUND-TRIP SAILING FROM SAN JUAN

There’s the nice list and then there’s the very nice list. Secure your spot on the latter by booking a very nice Holiday Caribbean sailing, a year-end getaway that combines festive fun and laid-back luxury!
Voyage Details

Sailing Dec 2026, Sat 05 to Sat 12

Cruise from San Juan to the dreamiest islands in the southeast Caribbean — sailing to Aruba, Curaçao, Martinique, and St. Kitts & Nevis. With a very late stay in Aruba, you can start your day beach-lounging and end it with a cocktail aboard a catamaran under the stars.

Southern Caribbean & Aruban Nights7 nights

Sailing on Valiant Lady

  1. 1
    San Juan, Puerto Rico, USA
    Departs at 08:00 PM, local time. All aboard 1 hr before departure
  2. 2
    Sailing
    , Depart 2 hrs before
  3. 3
    Oranjestad, Aruba
    09:00 AM - 10:00 PM, local time
  4. 4
    Willemstad, Curaçao
    09:00 AM - 07:00 PM, local time
  5. 5
    Sailing
    , Depart 2 hrs before
  6. 6
    Fort-de-France, Martinique
    09:00 AM - 07:00 PM, local time
  7. 7
    Basseterre, St. Kitts and Nevis
    08:00 AM - 04:00 PM, local time
  8. 8
    San Juan, Puerto Rico, USA
    Arrives at 06:30 AM, local time. Please allow up to an hour for the Gangway to open to disembark
Sunsets in the Lesser Antilles map itinerary

The Virgin Voyages Experience

From captivating coasts to laid-back island vibes, the exclusively adult cruise vacation of your dreams is here.

  • Easy port access in San Juan

    Have all the must-see spots within walking distance with the ship docked in the heart of Old San Juan, and soak up Puerto Rico’s effervescent vibes.
  • Hassle-free embarkation

    Pre-upload your travel docs to the Virgin Voyages app, get Ready to Sail before leaving home, and make boarding a (sea)breeze in just a few minutes.
  • Visit Aruba and Curaçao

    See for yourself why Aruba was coined as “One Happy Island” indulge in the delightful Dutch vibes of Curaçao, and catch up on some fab Caribbean glow.
  • Keeping it local

    We’ve teamed up with locals in each of our ports to reveal sides of places you’ve yet to explore — from the people who know the destinations best.

The places you'll go

  • San Juan, Puerto Rico

    Beyond the picturesque beaches and pastel-lined streets, Puerto Rico’s capital is perfectly located to easily access the geographic diversity of this gorgeous island.
  • Oranjestad

    Known as “One Happy Island”, Aruba is home to electric-colored architecture uncrowded beaches, and crystal-clear water perfect for a diving glimpse of the marine life.
  • Willemstad

    A little piece of Europe at the edge of the Caribbean, Curaçao delivers a delightful Dutch vibe with picturesque weather, pristine beaches, and relaxing essence.
  • Fort-de-France

    An island rich with contrasts, Martinique mixes quiet moments on quaint beaches or atop dramatic mountains with the cultural vibrancy of downtown Fort-de-France.
  • Basseterre

    From rum tastings and beach hangs to rainforest explorations and catamarans to Nevis, the capital of St. Kitts’ social scene revolves around good living and chat.
CRUISING DAYS AT SEA

An Unforgettable onboard experience

You won't believe the breadth of options of things to do onboard.

From elevated dining to no-frills tasty grab-n-go (on us); the best entertainment on the high seas; activities for maximum chill or maximum euphoria - you guessed it: all on us!
24/7 choices

Voyage your way

Whether your idea of fun is getting lit or getting zen - we've got it. 2am breakfast? Done. 4 hour long fine-dining-feast? Yours. Partying all night and watching the sun rise? Absolutely. Spending a whole day getting pampered (ahem, recovering)? Most definitely.

Limited-time cruise deals

You deserve a vacation. And you deserve a deal. So we’re making both of those things happen.

Wave goodbye to your routine and start planning an exclusively adult experience at sea.
Woman in swing man cheering the woman on with ocean ship deck view in background
Book Now. Pay Monthly.

A flexible, pay-over-time solution

  • Book Now, Pay Later
  • Low Monthly Payments
  • Easy Application
  • Autopay on Autopilot
Celebration
UP TO $375 IN VALUE

Add a Splash for Your Bash

  • Bottomless brunch event
  • Revelrous dinner party
  • Lock it in for $250 per cabin

Always Included Luxury

Over $1000 in value. The luxury you deserve — without the nickel & diming from the others. Look (far) beyond the headline rate.

  • WiFi

    Browse, post, and stay connected on board.
  • All Dining

    20+ eateries with menus created by award-winning chefs.
  • Soda & Water

    Non-pressed juices, teas, and drip coffee, too!
  • Fitness Classes

    Yoga, meditation, cycling, HIIT classes, and more.
  • Entertainment

    Jaw-dropping shows? Always included.

Rest Your Head

These are the spots you might be calling home. Whether you prefer coffee (or cocktails) overlooking the waves, or waking up late in your own cocoon, we're holding space for you.