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Crystal Serenity
Crystal Cruises
Oct 12, 2027 - Dec 22, 2027 (71 Nights)
New York, New York • Royal Naval Dockyard, Bermuda • Royal Naval Dockyard, Bermuda • St John's, Antigua • Pointe-à-Pitre, Guadeloupe • Gustavia, St. Barts • San Juan, Puerto Rico • St. Kitts • Castries, St. Lucia • Scarborough (Tobago), Trinidad and Tobago • Devil's Island, France • Fortaleza, Brazil • Maceio, Brazil • Salvador da Bahia, Brazil • Rio de Janeiro, Brazil • Rio de Janeiro, Brazil • Ilhabela, Brazil • Balneario Camboriu, Brazil • Montevideo, Uruguay • Montevideo, Uruguay • Buenos Aires, Argentina • Buenos Aires, Argentina • Punta del Este, Uruguay • Puerto Madryn, Argentina • Port Stanley, Falkland Islands • Ushuaia, Argentina • Punta Arenas, Chile • Punta Arenas, Chile • Chilean Fjords Cruising • Chilean Fjords Cruising • Laguna San Rafael, Chile • Chacabuco, Chile • Castro, Chile • Puerto Montt, Chile • Valparaíso, Chile • Valparaíso, Chile • Bahia CoQuimbo, Chile • Iquique, Chile • General San Martin, Peru • Lima, Peru • Salaverry (Trujillo), Peru • Guayaquil, Ecuador • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama • Panama Canal, Panama • Limon, Costa Rica • Roatan Island, Honduras • Santo Tomas de Castilla, Guatemala • Belize City • Cozumel • Cozumel • Progreso, Mexico • Fort Lauderdale
Average Starting Price
$33,000pp
Jim's Onboard Credit
Sun Princess
Princess Cruises
Nov 27, 2027 - Dec 4, 2027 (7 Nights)
Fort Lauderdale • Celebration Key • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Grand Turk • Fort Lauderdale
Average Starting Price
$604pp
Jim's Onboard Credit

Luke's Port Pick
Grand Turk has it all - stunning ship views, a pool, great snorkeling, and crystal-clear water! This port will always be my favorite!

EXPLORA IV
Explora Journeys
Nov 5, 2027 - Nov 13, 2027 (8 Nights)
Miami • Providenciales, Turks and Caicos Islands • Gustavia, St. Barts • Pointe-à-Pitre, Guadeloupe • Basseterre, St. Kitts and Nevis • St. John • San Juan, Puerto Rico
Average Starting Price
$4,375pp
Jim's Onboard Credit
33% OFF
Carnival Celebration
Carnival Cruise Line
Jun 6, 2027 - Jun 13, 2027 (7 Nights)
Miami • Celebration Key • Fun Day at Sea • San Juan, Puerto Rico • St. Thomas • Fun Day at Sea • Fun Day at Sea • Miami
Average Starting Price
$1,003pp
Jim's Onboard Credit
25% OFF
Seven Seas Prestige
Regent Seven Seas Cruises
Apr 9, 2027 - Apr 23, 2027 (14 Nights)
Miami • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Grenada • Castries, St. Lucia • Gustavia, St. Barts • San Juan, Puerto Rico • Royal Naval Dockyard, Bermuda • New York, New York
Average Starting Price
$10,649pp
Jim's Onboard Credit
Disney Wish
Disney Cruise Line
Oct 31, 2027 - Nov 5, 2027 (5 Nights)
New York, New York • Royal Naval Dockyard, Bermuda • San Juan, Puerto Rico
Average Starting Price
$1,998pp
Jim's Onboard Credit
27% OFF
Carnival Festivale
Carnival Cruise Line
Jul 24, 2027 - Aug 1, 2027 (8 Nights)
Port Canaveral (Orlando), Florida • Fun Day at Sea • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Thomas • Fun Day at Sea • Fun Day at Sea • Celebration Key • Port Canaveral (Orlando), Florida
Average Starting Price
$1,481pp
Jim's Onboard Credit
Celebrity Xcel
Celebrity Cruises
Dec 26, 2027 - Jan 2, 2028 (7 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Fort Lauderdale
Average Starting Price
$1,691pp
Jim's Onboard Credit

Phyllis' Holiday Pick
Best time of the year to cruise! I love spending the holidays cruising with my family! The ships are beautifully decorated, and ringing in New Year’s Eve at sea is an experience I’ll never forget!

EXPLORA III
Explora Journeys
Apr 5, 2027 - Apr 22, 2027 (17 Nights)
San Juan, Puerto Rico • Gustavia, St. Barts • Gustavia, St. Barts • Little Bay, Montserrat • Basseterre, St. Kitts and Nevis • Key West, Florida • Miami • Ocho Rios, Jamaica • Willemstad, Curacao • Oranjestad, Aruba • Santa Marta, Colombia • Cartagena, Colombia • Cartagena, Colombia • Crossing the Panama Canal • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama
Average Starting Price
$14,630pp
Jim's Onboard Credit
Brilliant Lady
Virgin Voyages
Dec 14, 2027 - Dec 23, 2027 (9 Nights)
Miami • San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • Bimini • Miami
Average Starting Price
$1,071pp
Jim's Onboard Credit
Norwegian Prima
Norwegian Cruise Line
Nov 3, 2027 - Nov 13, 2027 (10 Nights)
Manhattan • Royal Naval Dockyard, Bermuda • Tortola • St. Kitts • Bridgetown, Barbados • St John's, Antigua • Philipsburg, St. Maarten • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$1,739pp
Jim's Onboard Credit
Grandeur of the Seas
Royal Caribbean
Jul 3, 2027 - Jul 10, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • Philipsburg, St. Maarten • St John's, Antigua • Basseterre, St. Kitts and Nevis • St. Croix • San Juan, Puerto Rico
Average Starting Price
$899pp
Jim's Onboard Credit
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