Southern Caribbean Cruise On 27 November 2027 Aboard Scarlet Lady

Photo Credit: Virgin Voyages

Sailing from San Juan on 27 November 2027 for 7 nights. Calling at Tortola, Bridgetown, Castries, Roseau, Philipsburg and San Juan.

Offers for This Voyage

Starting fares may not qualify for these offers.
Promotions are presented in USD per eligible cabin.

Black Friday Bar Tab Offer

Book by 19 Nov 2026 · 23:59 EST (Miami time)

$200Bar Tab

Limited View Sea Terrace Cabins or Above

Eligible Cabins & Terms

(Excludes Lock-It-In rates)

Included cabin types:

  • Central Sea Terrace
  • Limited View Sea Terrace
  • The Sea Terrace
  • XL Sea Terrace

Eligible fares: Base, Essential, Premium.

MNVV compatible.

Virgin Voyages offer terms & conditions

$300Bar Tab

RockStar Quarters Suites (Not Mega RockStar)

Eligible Cabins & Terms

(Excludes Lock-It-In rates)

Included cabin types:

  • Sweet Aft – Biggest Terrace
  • Sweet Aft – Even Bigger Terrace
  • Sweet Aft – Pretty Big Terrace
  • Brilliant Suite
  • Cheeky Corner Suite – Biggest Terrace
  • Cheeky Corner Suite – Even Bigger Terrace
  • Cheeky Corner Suite – Pretty Big Terrace
  • Seriously Suite

Eligible fares: Base, Essential, Premium.

MNVV compatible.

Virgin Voyages offer terms & conditions

$100 VV Insider "Sail Forward" Loot

Limited View Sea Terrace cabins or above

Voyage Schedule

  • San Juan Day 1: Sat 27 Nov San Juan, Puerto Rico, USA Departs: 6:00 PM
  • Tortola Day 2: Sun 28 Nov Tortola, British Virgin Islands Arrives at 8:00 AM → Departs at 6:00 PM
  • Sea Day Day 3: Mon 29 Nov Sailing
  • Bridgetown Day 4: Tue 30 Nov Bridgetown, Barbados Arrives at 8:00 AM → Departs at 6:00 PM
  • Castries Day 5: Wed 1 Dec Castries, St. Lucia Arrives at 8:00 AM → Departs at 6:00 PM
  • Roseau Day 6: Thu 2 Dec Roseau, Dominica Arrives at 8:00 AM → Departs at 5:00 PM
  • Philipsburg Day 7: Fri 3 Dec Philipsburg, St. Maarten Arrives at 8:00 AM → Departs at 5:00 PM
  • San Juan Day 8: Sat 4 Dec San Juan, Puerto Rico, USA Arrives: 6:30 AM

Voyage Companion

San Juan round tripDeparture & return
nights
7
ports
5
sea day
1
Ports & Guides6 links
Before You Sail1 links
Explore More3 links

Overview

Embark on the Southern Caribbean Cruise aboard the Scarlet Lady, a celebrated ship known for its vibrant venues and unique entertainment offerings. This journey explores some of the Caribbean’s most captivating destinations, featuring a blend of scenic beauty, cultural landmarks, and opportunities for relaxation. With a thoughtfully curated route, sailors can look forward to a mix of leisurely sea days and enriching port visits. For a closer look at the ship’s signature venues and events, refer to the VV Insider Scarlet Lady guide.

Top Sights and Featured Places

Tortola

  • Discover the natural beauty of Tortola’s beaches, including Cane Garden Bay, known for its soft sands and calm waters.
  • Explore Sage Mountain National Park for panoramic views and lush rainforest trails.
  • Consider a short ferry ride to nearby islands such as Jost Van Dyke for an even more serene escape.

Bridgetown

  • Visit the UNESCO-listed Garrison area and immerse yourself in Bridgetown’s colonial heritage.
  • Experience the lively atmosphere of local markets and admire historic architecture along Broad Street.
  • Relax on Carlisle Bay’s inviting white-sand beaches, popular for swimming and snorkeling.

Castries

  • Take in the vibrant colors and aromas at Castries Market, a hub for local produce and crafts.
  • Journey to the iconic Pitons, St. Lucia’s famous volcanic peaks, for breathtaking photo opportunities.
  • Enjoy the nearby beaches or consider a visit to Marigot Bay, known for its scenic harbor.

Roseau

  • Wander through Dominica’s charming capital, noted for its colonial buildings and botanical gardens.
  • Pursue outdoor adventures, including rainforest hikes and visits to Trafalgar Falls or the Emerald Pool.
  • Experience the island’s geothermal wonders, with options for hot spring visits in the nearby valleys.

Philipsburg

  • Stroll along Front Street for duty-free shopping and lively local cafés.
  • Unwind at Great Bay Beach or explore the nearby boardwalk for ocean views and entertainment.
  • Consider excursions to the French side of the island for a blend of cultures and additional sights.

Other Dates with This Itinerary

These departures have the same cruise length and ordered daily port/sea-day schedule. Ships and port times may differ; compare the individual sailing before booking.

DepartureShipVoyage
8 Apr 2028Scarlet LadySouthern Caribbean Cruise