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Port: St. Thomas, U.S. Virgin Islands×
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Carnival Pride
Carnival Cruise Line
Jan 10, 2027 - Jan 24, 2027 (14 Nights)
Baltimore • Fun Day at Sea • Fun Day at Sea • Fun Day at Sea • St. Thomas • Philipsburg, St. Maarten • Dominica • St. Lucia • Bridgetown, Barbados • St John's, Antigua • Tortola • Fun Day at Sea • Fun Day at Sea • Fun Day at Sea • Baltimore
Average Starting Price
$2,003pp
Jim's Onboard Credit
Rhapsody of the Seas
Royal Caribbean
Dec 24, 2027 - Dec 31, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St John's, Antigua • Philipsburg, St. Maarten • St. Croix • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico
Average Starting Price
$1,079pp
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!

Zuiderdam
Holland America Line
Dec 4, 2027 - Dec 11, 2027 (7 Nights)
Miami • Grand Turk • San Juan, Puerto Rico • St. Thomas • Relaxaway Half Moon Cay • Miami
Average Starting Price
$1,539pp
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 Escape
Norwegian Cruise Line
Mar 19, 2027 - Mar 26, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$739pp
Jim's Onboard Credit
Celebrity Xcel
Celebrity Cruises
Mar 21, 2027 - Mar 28, 2027 (7 Nights)
Miami • Nassau • St. Thomas • St John's, Antigua • Miami
Average Starting Price
$1,099pp
Jim's Onboard Credit
46% OFF
MSC Meraviglia
MSC Cruises
Mar 21, 2027 - Apr 4, 2027 (14 Nights)
Miami • Grand Turk • Ocean Cay • Nassau • Miami • Philipsburg, St. Maarten • St. Kitts • St. Thomas • Amber Cove, Dominican Republic • Miami
Average Starting Price
$1,415pp
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!

Rotterdam
Holland America Line
Dec 29, 2027 - Jan 15, 2028 (17 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Cabo Rojo, Dominican Republic • Willemstad, Curacao • Kralendijk, Bonaire • Oranjestad, Aruba • Fort Lauderdale • Grand Turk • San Juan, Puerto Rico • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$4,369pp
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 Aura
Norwegian Cruise Line
Jul 31, 2027 - Aug 7, 2027 (7 Nights)
Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami
Average Starting Price
$1,399pp
Jim's Onboard Credit
Norwegian Getaway
Norwegian Cruise Line
Dec 31, 2026 - Jan 7, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$729pp
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!

Valiant Lady
Virgin Voyages
Nov 20, 2026 - Nov 28, 2026 (8 Nights)
San Juan, Puerto Rico • St. Thomas • Willemstad, Curacao • Oranjestad, Aruba • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • San Juan, Puerto Rico
Average Starting Price
$952pp
Jim's Onboard Credit
Coral Princess
Princess Cruises
Dec 26, 2026 - Jan 6, 2027 (11 Nights)
Fort Lauderdale • St. Thomas • St. Kitts • Martinique • Bridgetown, Barbados • St. Lucia • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$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!

Crown Princess
Princess Cruises
Mar 14, 2027 - Mar 21, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St. Kitts • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$1,049pp
Jim's Onboard Credit
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