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Norwegian Escape
Norwegian Cruise Line
Jan 22, 2027 - Jan 29, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$529pp
Jim's Onboard Credit
Eurodam
Holland America Line
Jan 30, 2027 - Feb 6, 2027 (7 Nights)
Fort Lauderdale • Grand Turk • San Juan, Puerto Rico • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$1,394pp
Jim's Onboard Credit

Jim's Port Pick
Half Moon Cay is one of my all-time favorite private islands - the sand is unbelievably soft, hands-down the best I’ve ever felt!

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
$969pp
Jim's Onboard Credit
Hero of the Seas
Royal Caribbean
Jan 29, 2028 - Feb 5, 2028 (7 Nights)
Miami • Philipsburg, St. Maarten • St. Thomas • Perfect Day Cococay • Miami
Average Starting Price
$1,477pp
Jim's Onboard Credit
Independence of the Seas
Royal Caribbean
Nov 29, 2026 - Dec 6, 2026 (7 Nights)
Miami • Perfect Day Cococay • St. Thomas • Puerto Plata, Dominican Republic • Miami
Average Starting Price
$362pp
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
$1,619pp
Jim's Onboard Credit
Star Princess
Princess Cruises
Dec 30, 2028 - Jan 6, 2029 (7 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • St. Thomas • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$1,225pp
Jim's Onboard Credit

Jim's Port Pick
Half Moon Cay is one of my all-time favorite private islands - the sand is unbelievably soft, hands-down the best I’ve ever felt!

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
$1,319pp
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!

Vision of the Seas
Royal Caribbean
Jan 9, 2028 - Jan 16, 2028 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St John's, Antigua • Philipsburg, St. Maarten • Roseau, Dominica • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$702pp
Jim's Onboard Credit
Emerald Princess
Princess Cruises
Jan 2, 2028 - Jan 16, 2028 (14 Nights)
San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Thomas • St John's, Antigua • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico • Tortola • St. Kitts • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$1,353pp
Jim's Onboard Credit
Caribbean Princess
Princess Cruises
Dec 28, 2028 - Jan 7, 2029 (10 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • Martinique • Bridgetown, Barbados • Oranjestad, Aruba • Willemstad, Curacao • San Juan, Puerto Rico
Average Starting Price
$1,650pp
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
$1,049pp
Jim's Onboard Credit
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