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NY to San Juan: Bermuda & Caribbean on 19 October 2026 aboard Valiant Lady

Sailing from New York City on 19 October 2026 for 12 nights. Calling at Royal Naval Dockyard, Royal Naval Dockyard, The Beach Club at Bimini, St. Croix, Philipsburg, Tortola and San Juan.

Set sail from
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star Rockstar from
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Pricing is based on double occupancy and includes prepaid gratuities of $20 per night per Sailor. Pricing is based on double occupancy, excluding gratuities.

Voyage Schedule

  • New York City Day 1: Mon 19 Oct New York City, New York, USA Departs: 5:00 PM
  • Sea Day Day 2: Tue 20 Oct Sailing
  • Royal Naval Dockyard Day 3: Wed 21 Oct Royal Naval Dockyard, Bermuda Arrives: 6:30 PM
  • Royal Naval Dockyard Day 4: Thu 22 Oct Royal Naval Dockyard, Bermuda Departs: 4:00 PM
  • Sea Day Day 5: Fri 23 Oct Sailing
  • Sea Day Day 6: Sat 24 Oct Sailing
  • The Beach Club at Bimini Day 7: Sun 25 Oct The Beach Club at Bimini, Bahamas Arrives at 8:00 AM Departs at 6:00 PM
  • Sea Day Day 8: Mon 26 Oct Sailing
  • Sea Day Day 9: Tue 27 Oct Sailing
  • St. Croix Day 10: Wed 28 Oct St. Croix, U.S. Virgin Islands Arrives at 9:00 AM Departs at 6:00 PM
  • Philipsburg Day 11: Thu 29 Oct Philipsburg, St. Maarten Arrives at 8:00 AM Departs at 6:00 PM
  • Tortola Day 12: Fri 30 Oct Tortola, British Virgin Islands Arrives at 8:00 AM Departs at 6:00 PM
  • San Juan Day 13: Sat 31 Oct San Juan, Puerto Rico, USA Arrives: 6:30 AM
NY to San Juan: Bermuda & Caribbean | Valiant Lady | 19 October 2026
NY to San Juan: Bermuda & Caribbean | Valiant Lady | 19 October 2026 © Photo by Virgin Voyages

Overview

Sailing aboard the Valiant Lady, this 12-night voyage journeys from New York City to San Juan, taking in an array of destinations across Bermuda and the Caribbean. Guests have the opportunity to experience a blend of vibrant culture, scenic beaches, and historical landmarks. The itinerary features a mix of longer stays and short visits, allowing for an immersive cruise experience. For tips on making the most of time on board and in port, refer to VV Insider’s dedicated guides for the Valiant Lady.

Top Sights & Featured Places

Royal Naval Dockyard

  • Explore the historic fortifications and maritime exhibits at the National Museum of Bermuda.
  • Relax at nearby beaches or discover local shops and craft markets within the Dockyard complex.
  • Experience vibrant island culture and sample Bermudian cuisine in the area.

The Beach Club at Bimini

  • Unwind at an exclusive beach club offering white-sand shores and crystal-clear waters.
  • Take advantage of water sports, lounging areas, and lively poolside ambiance.
  • Enjoy the unique fusion of Bahamian scenery and curated resort-style amenities.

St. Croix

  • Discover the historic towns of Christiansted and Frederiksted, known for their colonial architecture and vibrant local culture.
  • Visit stunning beaches and enjoy snorkeling or diving in clear Caribbean waters.
  • Explore local markets and sample traditional island flavors.

Philipsburg

  • Browse duty-free shops and colorful boutiques along Front Street.
  • Relax on Great Bay Beach or venture further to explore the island’s French and Dutch influences.
  • Sample local cuisine and enjoy vibrant waterfront cafes and bars.

Tortola

  • Take in panoramic views from Sage Mountain National Park or explore the island’s lush interior.
  • Stroll through Road Town for shopping, dining, and local culture.
  • Enjoy beautiful beaches and opportunities for snorkeling and water sports.

San Juan

  • Wander the cobblestone streets of Old San Juan, lined with colorful colonial buildings and historic forts.
  • Experience Puerto Rican culture through its vibrant art scene and renowned cuisine.
  • Visit iconic sites like El Morro and Castillo San Cristóbal for a glimpse into the island’s storied past.

Pricing and Availability History