The Big Apple to Bermuda is VV’s flagship New York sailing — a 5-night round trip from Brooklyn Cruise Terminal to Kings Wharf, Bermuda, featuring two full days in port and an overnight stay. For New Yorkers and the Northeast corridor, this is the VV sailing that requires no flight, delivers a genuinely extraordinary destination, and showcases everything that makes the VV experience distinctive — all in five nights.
The Sailing
The sailing departs Friday afternoon from the Brooklyn Cruise Terminal. Two sea days on the North Atlantic bring you to Kings Wharf Saturday morning. You have a full Saturday in Bermuda, stay overnight, enjoy Sunday in Bermuda, and depart Sunday evening with two more sea days returning to Brooklyn Wednesday morning.
The Two Days in Bermuda
The overnight stay is the itinerary’s defining feature. Most Bermuda cruise itineraries give you a single day in port. VV gives you two, plus the evening after the day visitors have left — when the Dockyard restaurants are quieter, the bars are more relaxed, and Bermuda shows you a different, more intimate face.
Day 1: South Shore beaches, Crystal Caves, Hamilton. The classic Bermuda experience compressed into an extraordinary day. Take Bus #7 to Horseshoe Bay for the morning. Return via the ferry from Hamilton. Dinner at the Dockyard.
Day 2: Whatever Day 1 didn’t cover. The National Museum of Bermuda. A snorkel of the Bermuda Triangle shipwrecks. A morning walking the Dockyard at leisure. The optional nighttime Bermuda Triangle boat tour the previous evening.
The Sea Days
The North Atlantic sea days on this itinerary are notably different from Caribbean sea days. The water is deeper blue, the air is cooler, the horizon feels further. If you love genuine open ocean sailing — the feeling of being at sea with nothing visible in any direction — the Bermuda routing delivers this more intensely than any Caribbean VV sailing.
Who This Itinerary Is Perfect For
Northeast residents who want VV without a flight. First-time VV Sailors who want a manageable 5-night introduction. Couples looking for a long-weekend escape with genuine destination depth. Anyone who has been to Bermuda before and wants the overnight advantage that most cruise itineraries don’t offer.
Insider Tips from Joel and Erin
- The 5-night format is enough to experience the full VV ship experience. Scarlet Night, PJ Party, Grog Walk, all restaurants — five nights is tight but doable. Plan your dining reservations immediately when your window opens.
- The overnight in Bermuda justifies everything. Book a dinner reservation at a proper Bermudian restaurant (not the Dockyard) for your overnight evening. The difference is profound.
- North Atlantic packing. The sea days on this itinerary can be cool and windy. A windbreaker and a light layer for deck time are more useful than they would be on a Caribbean sailing.
Ready to Sail from New York?
Joel and Erin are certified First Mates based in Puerto Rico — but the Brooklyn sailing is one we’ve personally done and love. Let us help you book it.
Related Reading
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