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Norwegian Prima
Norwegian Cruise Line
Jan 8, 2028 - Jan 15, 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
$1,219pp
Jim's Onboard Credit
Norwegian Bliss
Norwegian Cruise Line
Jan 4, 2027 - Jan 16, 2027 (12 Nights)
Manhattan • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Kitts • Tortola • Philipsburg, St. Maarten • St. Thomas • Manhattan
Average Starting Price
$1,669pp
Jim's Onboard Credit
Norwegian Luna
Norwegian Cruise Line
Jan 16, 2028 - Jan 23, 2028 (7 Nights)
Miami • Great Stirrup Cay • St. Thomas • Tortola • Puerto Plata, Dominican Republic • Miami
Average Starting Price
$1,019pp
Jim's Onboard Credit
Norwegian Pearl
Norwegian Cruise Line
Dec 23, 2026 - Jan 3, 2027 (11 Nights)
Philadelphia • Philipsburg, St. Maarten • St. Thomas • Tortola • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Philadelphia
Average Starting Price
$1,269pp
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 Aura
Norwegian Cruise Line
Sep 4, 2027 - Sep 11, 2027 (7 Nights)
Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami
Average Starting Price
$1,099pp
Jim's Onboard Credit
53% OFF
MSC Opera
MSC Cruises
Oct 25, 2027 - Nov 1, 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
$584pp
Jim's Onboard Credit
Sonata
Oceania Cruises
Dec 28, 2028 - Jan 11, 2029 (14 Nights)
Miami • Cabo Rojo, Dominican Republic • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Castries, St. Lucia • St John's, Antigua • Tortola • Miami
Average Starting Price
$7,599pp
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!

Emerald Princess
Princess Cruises
Feb 6, 2028 - Feb 13, 2028 (7 Nights)
San Juan, Puerto Rico • Tortola • St. Kitts • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$669pp
Jim's Onboard Credit
29% OFF
Seven Seas Prestige
Regent Seven Seas Cruises
Jan 19, 2029 - Jan 29, 2029 (10 Nights)
Miami • Tortola • St John's, Antigua • Castries, St. Lucia • Roseau, Dominica • St. Thomas • Miami
Average Starting Price
$7,499pp
Jim's Onboard Credit
Norwegian Epic
Norwegian Cruise Line
Feb 18, 2028 - Feb 25, 2028 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$859pp
Jim's Onboard Credit
Grandeur of the Seas
Royal Caribbean
Nov 6, 2027 - Nov 13, 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
$686pp
Jim's Onboard Credit
Disney Treasure
Disney Cruise Line
Nov 6, 2027 - Nov 13, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • St. Thomas • Tortola • Disney Castaway Cay, Bahamas • Port Canaveral (Orlando), Florida
Average Starting Price
$2,389pp
Jim's Onboard Credit
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