- Toby Schmitz
- Toby Stephens
- Tom Hopper
- Tom Jameson
- Tom Morgan
- Tom Ormond
- Tony Kgoroge
- Tony McLeod
- Tortuga
- Town Crier
- Trawler
- Trinity
- True North
- True North Captain
- Turk
- Turkey
- Turner
- Twin Pass
- Twitchy Pirate
- Two six heave
- Tyrell Kemlo
- Tyrone Keogh
- Tyson
- Udo
- Underhill
- Underhill Estate
- Union Jack
- Uprising aboard the Lion
- Urca Gold
- Urca Schedule
- Urca de Lima
- Utley
- V.
- VI.
- VII.
- VIII.
- Vane's Letter to Eleanor
- Vane's Reply to Flint
- Vane's Sentencing Plea
- Vanguard (term)
- Vazquez
- Vernon
- Vice Admiral
- Vicente de Raja
- Viktor Andersson
- Vincent
- Violin
- Virgil
- Virginia
- Voyage Round the World
- Wagon
- Wales
- Wallis
- Walrus
- Walrus/Gallery
- Walrus Crew
- Walrus Crewman
- Walrus Helmsman
- Wapping
- War of the Quadruple Alliance
- War of the Spanish Succession
- Warehouse Cashier
- Warren
- Wayne
- Wayne Harrison
- Wealthy Merchant
- Werth
- West Indies
- Whales
- White's Inn
- White Flag
- White flag
- Whitechapel
- Whitehall
- Whitman Lindstrom
- Wigs
- Will Robbins
- William Rhett
- William Tennyson
- Williamsburg
- Williamson
- Willing Mind
- Wilson Carpenter
- Wine
- Winslow
- Winston Chong
- Wolf Kroeger
- Woodes Rogers
- Woodes Rogers' Address
- Woodes Rogers' First Fleet
- Woodes Rogers' Second Fleet
- Woodes Rogers' Three Sloops
- Woodes Rogers' Treaty
- Woodes Rogers/Gallery
- Woods Rogers
- Wynand Smit
- X.
- XI.
- XII.
- XIII.
- XIV.
- XIX.
- XV.
- XVI.
- XVII.
- XVIII.
- XX.
- XXI.
- XXII.
- XXIII.
- XXIV.
- XXIX.
- XXV.
- XXVI.
- XXVII.
- XXVIII.
- XXX.
- XXXI.
- XXXII.
- XXXIII.
- XXXIV.
- XXXV.
- XXXVI.
- XXXVII.
- XXXVIII.
- Yanick Gaudreau
- Yardley
- Young Mistress
- Zach McGowan
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