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Eastern Caribbean Cruise

9-NIGHT ROUND-TRIP SAILING FROM MIAMI

The sights, sips, and sunsets of San Juan

This 9-night round-trip sailing from Miami visits Grand Turk, Antigua, St. Kitts & Nevis, and San Juan, with a few sea days in between. Make sure to spend some time on St. Kitts’ beautiful beaches, like Cockleshell Bay and Frigate Bay. The best way to see the island is the St. Kitts Scenic Railway, which winds through the mountains with an open-air top deck for stunning panoramic views.

Eastern Caribbean Cruise • 9 nights

Sailing on Brilliant Lady

  1. 1
    Miami, Florida, USA
    Departs at 05:00 PM, local timeAll aboard 1 hr before departure
  2. 2
    Sailing
    At sea
  3. 3
    Grand Turk, Turks and Caicos
    08:00 AM - 05:00 PM, local time
  4. 4
    Sailing
    At sea
  5. 5
    St. John's, Antigua
    08:00 AM - 07:00 PM, local time
  6. 6
    Basseterre, St. Kitts and Nevis
    08:00 AM - 05:00 PM, local time
  7. 7
    San Juan, Puerto Rico, USA
    08:00 AM - 05:00 PM, local time
  8. 8
    Sailing
    At sea
  9. 9
    Sailing
    At sea
  10. 10
    Miami, Florida, USA
    Arrives at 06:30 AM, local timePlease allow up to an hour for the Gangway to open to disembark
Map of Miami to San Juan itinerary
WANDERLUST SATISFIED

The sights, sips, and sunsets of San Juan

Soak up the sun on the beaches of Isla Verde, and sip the locally-made rum in the back-alley bars of the cobblestone streets in Old San Juan. The colorful streets are defined by the popping pastel architecture, but the most impressive sight is the Castillo San Felipe del Morro, a 16th century citadel once used as a fortress to protect San Juan from naval attacks. And of course, it wouldn’t be a complete trip without a visit to the lush El Yunque National Forest, just an hour from the city.

The Virgin Voyages Experience

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

  • Terminal V at PortMiami

    Uniting the energy of Miami with nautical nods to the history of sailing, we’re infusing our own terminal with the same incredible ethos as our ships.

  • 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.

  • 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

  • Miami, Florida

    From the Wynwood art scene to the world-renowned shores of Miami Beach, the Magic City is a perfect collision of relaxation and cultural exploration.See port guide

  • Grand Turk

    The capital city of one of the most popular tropical vacation destinations around, Grand Turks, on the island of Turks and Caicos is everything you love about vacation.See port guide

  • 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.See port guide

  • 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.See port guide

  • 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.See port guide
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.
Sea More Onboard

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.
Sea All Offers
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
Offer valid until Aug 16, 2026
Book
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
Offer valid until Aug 16, 2026
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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.