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

Photo Credit: Virgin Voyages

Sailing from New York 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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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: 4:00 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

Overview

Embark on the Bermuda & Caribbean: NYC to San Juan voyage aboard the Valiant Lady, sailing from New York City through a blend of historic, tropical, and cultural destinations. This journey includes calls at Bermuda, the Bahamas, the U.S. Virgin Islands, St. Maarten, the British Virgin Islands, and Puerto Rico. Expect a mix of longer and shorter port visits, creating opportunities for both immersive exploration and relaxing escapes. Guests can enjoy the ship’s popular venues and events, including The Manor, Red Room, Razzle Dazzle, and the Aquatic Club, as well as useful VV Insider guides for each destination.

Top Sights & Featured Places

Royal Naval Dockyard (Bermuda)

  • Explore the historic Royal Naval Dockyard, home to the National Museum of Bermuda and local artisan shops.
  • Relax on Bermuda’s famous pink sand beaches such as Horseshoe Bay.
  • Discover underwater wonders with snorkeling or glass-bottom boat tours around the island’s vibrant reefs.
  • Stroll through the Dockyard’s craft markets or sample classic Bermudian cuisine at waterfront restaurants.
  • Consider reviewing VV Insider’s Bermuda port guide for in-depth tips and recommendations.

The Beach Club at Bimini (Bahamas)

  • Unwind at the exclusive Beach Club at Bimini, offering pristine sands, clear turquoise waters, and lively pool scenes.
  • Try water sports such as paddleboarding, jet skiing, or snorkeling over colorful marine habitats.
  • Explore Bimini’s local culture or book an excursion to the legendary Bimini Road.
  • Enjoy the Beach Club’s cabanas, bars, and seaside dining.
  • Consult the VV Insider Bimini guide for planning a perfect beach day.

St. Croix (U.S. Virgin Islands)

  • Visit Christiansted’s colonial-era forts and vibrant waterfront boardwalk.
  • Experience the island’s natural beauty with excursions to Buck Island Reef National Monument.
  • Tour local distilleries to learn about the island’s storied rum heritage.
  • Relax on scenic beaches such as Rainbow Beach or Sandy Point.

Philipsburg (St. Maarten)

  • Stroll along Front Street, known for duty-free shopping and colorful Caribbean architecture.
  • Relax at Great Bay Beach, just steps from the port.
  • Discover French and Dutch influences in local cuisine and markets.
  • Consider a scenic drive to viewpoints overlooking the island’s dual-national character.

Tortola (British Virgin Islands)

  • Enjoy the picturesque beaches of Cane Garden Bay or Brewers Bay.
  • Explore the island’s lush interior with a hike in Sage Mountain National Park.
  • Visit local markets for island crafts and fresh produce.
  • Take a boat excursion to nearby islands or hidden coves.

San Juan, Puerto Rico

  • Wander the cobblestone streets of Old San Juan, lined with colorful colonial buildings.
  • Visit historic forts such as Castillo San Felipe del Morro and Castillo San Cristóbal.
  • Sample authentic Puerto Rican cuisine, including mofongo and local coffee.
  • Explore local art galleries, lively plazas, and scenic waterfront promenades.
  • Check the VV Insider Puerto Rico port guide for additional tips on exploring San Juan.