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Allure of the Seas
Royal Caribbean
Jan 3, 2027 - Jan 10, 2027 (7 Nights)
Miami • Philipsburg, St. Maarten • St. Thomas • Puerto Plata, Dominican Republic • Miami
Average Starting Price
$1,100pp
Jim's Onboard Credit
FREE Specialty Dining Meal
41% OFF
MSC Meraviglia
MSC Cruises
Mar 13, 2027 - Mar 21, 2027 (8 Nights)
Miami • Philipsburg, St. Maarten • St John's, Antigua • St. Thomas • Nassau • Miami
Average Starting Price
$778pp
Jim's Onboard Credit
Island Princess
Princess Cruises
Nov 30, 2026 - Dec 12, 2026 (12 Nights)
Fort Lauderdale • Oranjestad, Aruba • Willemstad, Curacao • St. Lucia • Bridgetown, Barbados • Dominica • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$1,039pp
Jim's Onboard Credit
Celebrity Constellation
Celebrity Cruises
Dec 26, 2026 - Jan 2, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • Castries, St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$1,244pp
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!

Enchanted Princess
Princess Cruises
Jan 4, 2028 - Jan 15, 2028 (11 Nights)
Fort Lauderdale • St. Thomas • St. Kitts • St. Lucia • Bridgetown, Barbados • St John's, Antigua • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$1,134pp
Jim's Onboard Credit
Carnival Firenze
Carnival Cruise Line
Feb 26, 2027 - Mar 8, 2027 (10 Nights)
Miami • Fun Day at Sea • Fun Day at Sea • San Juan, Puerto Rico • St. Croix • St. Kitts • Philipsburg, St. Maarten • St. Thomas • Fun Day at Sea • Fun Day at Sea • Miami
Average Starting Price
$1,472pp
Jim's Onboard Credit
Celebrity Apex
Celebrity Cruises
Jan 8, 2028 - Jan 15, 2028 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Philipsburg, St. Maarten • Port Canaveral (Orlando), Florida
Average Starting Price
$946pp
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!

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
EXPLORA III
Explora Journeys
Jan 21, 2027 - Feb 5, 2027 (15 Nights)
Miami • St. Thomas • Road Bay, Anguilla • St. Pierre • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • San Juan, Puerto Rico • Tortola • St John's, Antigua • Providenciales, Turks and Caicos Islands • Key West, Florida • Miami
Average Starting Price
$10,280pp
Jim's Onboard Credit
Eurodam
Holland America Line
Dec 22, 2027 - Jan 12, 2028 (21 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Philipsburg, St. Maarten • Roseau, Dominica • Fort-De-France, Martinique • St. Kitts • St. Thomas • Fort Lauderdale • Relaxaway Half Moon Cay • Montego Bay, Jamaica • George Town, Cayman Islands • Mahogany Bay, Honduras • Belize City • Cozumel • Fort Lauderdale
Average Starting Price
$5,259pp
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!

50% OFF
MSC Opera
MSC Cruises
May 31, 2027 - Jun 7, 2027 (7 Nights)
La Romana, Dominican Republic • Catalina Island, Dominican Republic • Virgin Gorda, British Virgin Islands • Philipsburg, St. Maarten • Fort-De-France, Martinique • St John's, Antigua • La Romana, Dominican Republic
Average Starting Price
$738pp
Jim's Onboard Credit
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