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Norwegian Escape
Norwegian Cruise Line
Aug 6, 2028 - Aug 13, 2028 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$1,249pp
Jim's Onboard Credit
Disney Treasure
Disney Cruise Line
Jan 2, 2027 - Jan 9, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • St. Thomas • Tortola • Disney Castaway Cay, Bahamas • Port Canaveral (Orlando), Florida
Average Starting Price
$1,924pp
Jim's Onboard Credit
44% OFF
MSC Opera
MSC Cruises
Aug 16, 2027 - Aug 23, 2027 (7 Nights)
La Romana, Dominican Republic • Catalina Island, Dominican Republic • Bridgetown, Barbados • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Tortola • La Romana, Dominican Republic
Average Starting Price
$906pp
Jim's Onboard Credit
Norwegian Prima
Norwegian Cruise Line
Jan 10, 2027 - Jan 17, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • Philipsburg, St. Maarten • Bridgetown, Barbados • St. Lucia • St. Kitts • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$899pp
Jim's Onboard Credit
Norwegian Aura
Norwegian Cruise Line
Oct 14, 2028 - Oct 21, 2028 (7 Nights)
Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami
Average Starting Price
$1,149pp
Jim's Onboard Credit
Emerald Princess
Princess Cruises
Dec 24, 2027 - Dec 31, 2027 (7 Nights)
Bridgetown, Barbados • San Juan, Puerto Rico • Tortola • St. Kitts • Dominica • Grenada • Bridgetown, Barbados
Average Starting Price
$1,969pp
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!

Norwegian Aqua
Norwegian Cruise Line
Nov 22, 2026 - Nov 29, 2026 (7 Nights)
Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami
Average Starting Price
$859pp
Jim's Onboard Credit
Norwegian Escape
Norwegian Cruise Line
Aug 20, 2028 - Aug 27, 2028 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$1,099pp
Jim's Onboard Credit
Disney Treasure
Disney Cruise Line
Apr 8, 2028 - Apr 15, 2028 (7 Nights)
Port Canaveral (Orlando), Florida • Tortola • St. Thomas • Disney Castaway Cay, Bahamas • Port Canaveral (Orlando), Florida
Average Starting Price
$3,160pp
Jim's Onboard Credit
48% OFF
MSC Opera
MSC Cruises
Jul 5, 2027 - Jul 12, 2027 (7 Nights)
La Romana, Dominican Republic • Catalina Island, Dominican Republic • Bridgetown, Barbados • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Tortola • La Romana, Dominican Republic
Average Starting Price
$901pp
Jim's Onboard Credit
Norwegian Prima
Norwegian Cruise Line
Mar 25, 2028 - Apr 1, 2028 (7 Nights)
San Juan, Puerto Rico • Tortola • St. Kitts • Bridgetown, Barbados • St. Lucia • Philipsburg, St. Maarten • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$1,259pp
Jim's Onboard Credit
Norwegian Aura
Norwegian Cruise Line
May 20, 2028 - May 27, 2028 (7 Nights)
Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami
Average Starting Price
$1,399pp
Jim's Onboard Credit
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