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Valiant Lady
Virgin Voyages
Apr 3, 2027 - Apr 10, 2027 (7 Nights)
San Juan, Puerto Rico • Oranjestad, Aruba • Willemstad, Curacao • Fort-De-France, Martinique • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico
Average Starting Price
$1,253pp
Jim's Onboard Credit
EXPLORA II
Explora Journeys
Dec 19, 2027 - Dec 26, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • Pointe-à-Pitre, Guadeloupe • Gustavia, St. Barts • St. John • Miami
Average Starting Price
$4,935pp
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!

Disney Fantasy
Disney Cruise Line
Nov 28, 2027 - Dec 3, 2027 (5 Nights)
Port Canaveral (Orlando), Florida • Disney Castaway Cay, Bahamas • Disney Lookout Cay at Lighthouse Point, Bahamas • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$1,351pp
Jim's Onboard Credit
Rhapsody of the Seas
Royal Caribbean
Dec 4, 2027 - Dec 11, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • St. Croix • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico
Average Starting Price
$699pp
Jim's Onboard Credit
Enchanted Princess
Princess Cruises
Dec 5, 2027 - Dec 14, 2027 (9 Nights)
Fort Lauderdale • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Kitts • Martinique • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$829pp
Jim's Onboard Credit
Allura
Oceania Cruises
Feb 19, 2027 - Mar 11, 2027 (20 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • Basseterre, St. Kitts and Nevis • St John's, Antigua • Tortola • Miami • George Town, Cayman Islands • Falmouth, Jamaica • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Cabo Rojo, Dominican Republic • Nassau • Miami
Average Starting Price
$11,349pp
Jim's Onboard Credit
Celebrity Beyond
Celebrity Cruises
Jan 15, 2028 - Jan 23, 2028 (8 Nights)
Fort Lauderdale • St. Thomas • Philipsburg, St. Maarten • San Juan, Puerto Rico • Nassau • Fort Lauderdale
Average Starting Price
$1,229pp
Jim's Onboard Credit
Norwegian Epic
Norwegian Cruise Line
Dec 10, 2027 - Dec 20, 2027 (10 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Tortola • St. Kitts • Philipsburg, St. Maarten • St. Thomas • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$1,089pp
Jim's Onboard Credit
12% OFF
Carnival Dream
Carnival Cruise Line
Jan 16, 2027 - Jan 30, 2027 (14 Nights)
Galveston • Fun Day at Sea • Key West, Florida • Fun Day at Sea • Grand Turk • San Juan, Puerto Rico • St. Thomas • St. Kitts • Philipsburg, St. Maarten • St. Croix • Fun Day at Sea • Ocho Rios, Jamaica • Fun Day at Sea • Fun Day at Sea • Galveston
Average Starting Price
$4,666pp
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!

Vista
Oceania Cruises
Jan 7, 2029 - Jan 31, 2029 (24 Nights)
Miami • St. Thomas • Philipsburg, St. Maarten • Basseterre, St. Kitts and Nevis • Willemstad, Curacao • Oranjestad, Aruba • Cartagena, Colombia • Panama Canal, Panama • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama • Panama Canal, Panama • Limon, Costa Rica • George Town, Cayman Islands • Ocho Rios, Jamaica • La Romana, Dominican Republic • Tortola • San Juan, Puerto Rico • Miami
Average Starting Price
$9,699pp
Jim's Onboard Credit
Silver Ray
Silversea
Jan 3, 2028 - Jan 15, 2028 (12 Nights)
Miami • San Juan, Puerto Rico • St. John • Gustavia, St. Barts • St John's, Antigua • Fort-De-France, Martinique • St. Kitts • Great Harbor Jost Van Dyke, British Virgin Islands • Miami
Average Starting Price
$6,400pp
Jim's Onboard Credit
Norwegian Pearl
Norwegian Cruise Line
Mar 28, 2027 - Apr 8, 2027 (11 Nights)
Philadelphia • Royal Naval Dockyard, Bermuda • Royal Naval Dockyard, Bermuda • Tortola • St. Thomas • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Philadelphia
Average Starting Price
$1,254pp
Jim's Onboard Credit
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