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🎉 instant savings applied*

Brilliant Caribbean Holidays

8-night voyage on Brilliant Lady
Round trip from Miami, Florida, USA
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🎉 instant savings applied*

The sights, sips, and sunsets of San Juan

What better way to get in the holiday spirit than with this 8-night round-trip voyage sailing from Miami to Grand Turk, the Dominican Republic, and Puerto Rico. In Puerto Plata, ditch the snow for pristine beaches, like Playa Dorada and Playa Sousa, and visit natural wonders like the spectacular Damajaqua Cascades and Las Cuevas de Cabarete caves.
Map of Brilliant Caribbean Holidays itinerary

Brilliant Caribbean Holidays • 8 Nights
Sailing on Brilliant Lady
  • Day
    PORT
  • 1
    ItineraryListIcon-img
    Miami, Florida, USA
    Departs at 05:00 PM, local time
    📣 All aboard 2 hrs before departure
  • 2
    ItineraryListIcon-img
    Sailing
  • 3
    ItineraryListIcon-img
    Grand Turk, Turks and Caicos
    08:00 AM - 05:00 PM, local time
  • 4
    ItineraryListIcon-img
    Puerto Plata, Dominican Republic
    08:00 AM - 05:00 PM, local time
  • 5
    ItineraryListIcon-img
    San Juan, Puerto Rico, USA
    12:00 PM - 08:00 PM, local time
  • 6
    ItineraryListIcon-img
    Samaná, Dominican Republic
    10:00 AM - 06:00 PM, local time
  • 7
    ItineraryListIcon-img
    Sailing
  • 8
    ItineraryListIcon-img
    Sailing
  • 9
    ItineraryListIcon-img
    Miami, Florida, USA
    Arrives at 06:30 AM, local time

    📣 Please allow up to an hour for the Gangway to open to disembark

The Virgin Voyages Experience

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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.

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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.

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Discover Taino Bay

Explore a new world-class cruise terminal packed with shops, restaurants, and entertainment — plus direct access to Puerto Plata’s historic center.

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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.

San Juan, Puerto Rico

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.
Select your voyage dates
Select your voyage dates
1 Sailings between May 2025 - April 2027
🎉 Brilliant Lady's Inaugural Season
December 2025
🎉Thu, Dec 18 - Fri, Dec 26Brilliant Lady's Inaugural Season
from $2,864
75% Off 2nd Sailor
Brilliant Lady's Inaugural Season
Average price per cabin based on 2 Sailors in a cabin (Incl. taxes & fees)

Rest your head

Coffee (or cocktails) in your terrace hammock overlooking the waves, or waking up late in your own cocoon, here are the cabins you can choose from...
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.

Tips & Gratuities

We take care of our Crew. You just enjoy.

All Dining

20+ eateries with Michelin-star chef curated menus.

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.

San Juan, Puerto Rico

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.

Have someone you think would ❤️ this voyage?

$2,864 $4,360
avg. starting price per cabin
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or from $/month.