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Southern Caribbean Cruise on 28 November 2026 aboard Valiant Lady

Photo Credit: Virgin Voyages

Sailing from San Juan on 28 November 2026 for 7 nights. Calling at Charlotte Amalie, Tortola, Basseterre, St. John's, Philipsburg and San Juan.

Set sail from
$ 1,526 USD / Cabin
Rockstar from
$ 5,726 USD / Cabin

Prices are based on double occupancy, excluding gratuities.

$100 Bonus Loot* VV Insider “Sail Forward” Loot Included with every Limited View Sea Terrace booking on this voyage. Terms and conditions.
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Voyage Schedule

  • San Juan Day 1: Sat 28 Nov San Juan, Puerto Rico, USA Departs: 8:00 PM
  • Charlotte Amalie Day 2: Sun 29 Nov Charlotte Amalie, St. Thomas, U.S. Virgin Islands 8:00 AM → 6:00 PM
  • Sea Day Day 3: Mon 30 Nov Sailing
  • Tortola Day 4: Tue 1 Dec Tortola, British Virgin Islands 9:00 AM → 6:00 PM
  • Basseterre Day 5: Wed 2 Dec Basseterre, St. Kitts and Nevis 8:00 AM → 6:00 PM
  • St. John's Day 6: Thu 3 Dec St. John's, Antigua 8:00 AM → 8:00 PM
  • Philipsburg Day 7: Fri 4 Dec Philipsburg, St. Maarten 8:00 AM → 5:00 PM
  • San Juan Day 8: Sat 5 Dec San Juan, Puerto Rico, USA Arrives: 6:30 AM

Overview

Experience the vibrant cultures and stunning landscapes of the Southern Caribbean on this seven-night voyage aboard the Valiant Lady. Departing from San Juan, this itinerary features memorable stops at some of the region’s most captivating destinations. Each port offers its own unique blend of historic sites, scenic beauty, and island charm, providing a diverse Caribbean experience. For more details about ship venues and entertainment, explore exclusive tips and guides on VV Insider’s Valiant Lady page.

Top Sights & Featured Places

Charlotte Amalie

  • Discover historic architecture at Fort Christian, the oldest standing structure in the Virgin Islands.
  • Wander the shops and galleries along Main Street, renowned for duty-free shopping.
  • Take in panoramic views from Blackbeard’s Castle.
  • Relax on the picturesque Magens Bay Beach, known for its soft sands and gentle waters.

Tortola

  • Stroll through Road Town and experience local markets and Caribbean culture.
  • Enjoy the white sands and turquoise waters of Cane Garden Bay.
  • Visit Sage Mountain National Park, offering hiking trails and lush rainforest scenery.
  • Explore nearby islands and secluded coves on a scenic boat tour.

Basseterre

  • Admire Georgian architecture and vibrant plazas in the heart of the capital.
  • Tour Brimstone Hill Fortress National Park, a UNESCO World Heritage Site with sweeping views.
  • Relax on the golden sands of Frigate Bay.
  • Experience the lush landscapes of St. Kitts on the scenic railway tour.

St. John’s

  • Marvel at the striking white towers of St. John’s Cathedral.
  • Browse local crafts and fresh produce at the bustling public market.
  • Unwind on the island’s famed beaches, such as Dickenson Bay.
  • Explore the colorful colonial buildings and lively harborfront.

Philipsburg

  • Stroll along Front Street for a mix of shopping, dining, and historic sites.
  • Soak up the sun on Great Bay Beach, just steps from the port.
  • Sample local cuisine and enjoy the vibrant atmosphere at open-air cafés.
  • Visit the historic courthouse and take in the city’s Dutch colonial charm.
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