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Southern Caribbean & Aruban Holidays

8-NIGHT ROUND-TRIP SAILING FROM SAN JUAN

One happy island, many happy people

This 8-night Southern Caribbean holiday voyage departs San Juan, stopping in Philipsburg, St. Maarten and St. Johns, Antigua before exploring the lush landscapes of Roseau, Dominica. After a day at sea, you’ll soak up the vibrant vibes of Oranjestad, wander colorful Willemstad, then enjoy one final sea day before returning to San Juan.

Starting price per cabin
  • $2,224$3,232
    Choose
  • $2,224$3,232
    Choose

Southern Caribbean & Aruban Holidays8 nights

Sailing on Scarlet Lady

  1. 1
    San Juan, Puerto Rico, USA
    Departs at 06:00 PM, local timeAll aboard 1 hr before departure
  2. 2
    Philipsburg, St. Maarten
    09:00 AM - 06:00 PM, local time
  3. 3
    St. John's, Antigua
    09:00 AM - 06:00 PM, local time
  4. 4
    Roseau, Dominica
    08:00 AM - 06:00 PM, local time
  5. 5
    Sailing
    At sea
  6. 6
    Oranjestad, Aruba
    08:00 AM - 08:00 PM, local time
  7. 7
    Willemstad, Curaçao
    08:00 AM - 06:00 PM, local time
  8. 8
    Sailing
    At sea
  9. 9
    San Juan, Puerto Rico, USA
    Arrives at 06:30 AM, local timePlease allow up to an hour for the Gangway to open to disembark
Map of Southern Caribbean & Aruban Holidays 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.
  • Philipsburg

    This vibrant, eclectic city is the ideal place for beach bums, shopaholics, foodies, and outdoor adventure enthusiasts alike.
  • St. John's

    Home to 365 white sandy beaches, this Antiguan city is perfect for beachside lounging, snorkeling, or hiking up to Fort Barrington for panoramic views of the island.
  • Roseau

    Surrounded by jungles, spend your time immersing yourself in the 350+ rivers, impressive waterfalls and verdant landscapes.
  • 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.

More Shore Things for your wishlist...

We have even more in our curated catalog.

ATV Tour to Maho Beach
Philipsburg
ATV Tour to Maho Beach
Take an ATV to one of St. Maarten’s best beaches
Philipsburg
Antigua’s Rainforest Night Flight
St. John's
Antigua’s Rainforest Night Flight
Soar under the stars on a night zipline adventure
St. John's
Middleham Waterfall & Riverside Cookout
Roseau
Middleham Waterfall & Riverside Cookout
A waterfall hike and riverside cookout
Roseau
Oranjestad, Aruba
Oranjestad
Jewels of San Nicolas
Visit a museum, art district, and secluded beach
Oranjestad
Willemstad
Willemstad
Curaçao Cultural Cocktail Caper
Get in some culture sipping on Curaçao cocktails
Willemstad
Let’s make waves

An ocean of opportunities calling your name.

There’s nothing more liberating than having the freedom of charting your own course. No pre-assigned seating, no fixed schedules, no limited options, no nonsense — just a shipload of opportunities to rejuvenate your body and transform your soul.
WANDERLUST SATISFIED

One happy island, many happy people

Coined “one happy island” by the Aruban locals in Oranjestad, this coastal gem and capital city of Aruba is surrounded by arguably the most beautiful turquoise waters in all of the Atlantic. Here you can spend your day in a variety of ways – from snorkeling abandoned shipwrecks and thriving coral reefs to off-roading on an ATV or on horseback to sipping cocktails while the sunsets or getting lost perusing the various shops and museums that make up Oranjestad’s eclectic downtown area.

Ready to Book?

We’re making waves from the Caribbean to the Med, the Adriatic to the Red, and everywhere in between across 4 continents. Join us on an unparalleled journey of relaxation and indulgence, and discover the things — and the people — that make each destination so special. Because we didn’t build a cruise, we created a voyage.
 
Get a delicious taste of the modern romance of sailing that only a Virgin brand could pull off.

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

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.

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.

Ready to claim your spot?

Click below to set sail on this voyage.

Starting price per cabin
  • $2,224$3,232
    Choose
  • $2,224$3,232
    Choose