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Emerald Princess
Princess Cruises
Dec 19, 2027 - Dec 26, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$739pp
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
Mar 28, 2027 - Apr 4, 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
$681pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Celebrity Summit
Celebrity Cruises
Dec 12, 2027 - Dec 19, 2027 (7 Nights)
San Juan, Puerto Rico • Kingstown, Saint Vincent Island, Saint Vincent • Bridgetown, Barbados • Fort-De-France, Martinique • St John's, Antigua • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$785pp
Jim's Onboard Credit
Vista
Oceania Cruises
Dec 16, 2028 - Dec 28, 2028 (12 Nights)
Miami • St. Thomas • Gustavia, St. Barts • St John's, Antigua • Fort-De-France, Martinique • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Nassau • Miami
Average Starting Price
$5,499pp
Jim's Onboard Credit
39% OFF
Carnival Firenze
Carnival Cruise Line
Jan 9, 2028 - Jan 23, 2028 (14 Nights)
Port Canaveral (Orlando), Florida • Fun Day at Sea • Amber Cove, Dominican Republic • Fun Day at Sea • Oranjestad, Aruba • Willemstad, Curacao • Fun Day at Sea • Grenada • Bridgetown, Barbados • Dominica • Philipsburg, St. Maarten • St. Thomas • Fun Day at Sea • Fun Day at Sea • Port Canaveral (Orlando), Florida
Average Starting Price
$928pp
Jim's Onboard Credit
Celebrity Beyond
Celebrity Cruises
Feb 21, 2027 - Feb 28, 2027 (7 Nights)
Fort Lauderdale • Puerto Plata, Dominican Republic • St. Thomas • Basseterre, St. Kitts and Nevis • Fort Lauderdale
Average Starting Price
$1,040pp
Jim's Onboard Credit
Scarlet Lady
Virgin Voyages
Mar 25, 2028 - Apr 1, 2028 (7 Nights)
San Juan, Puerto Rico • Philipsburg, St. Maarten • Bridgetown, Barbados • Fort-De-France, Martinique • Basseterre, St. Kitts and Nevis • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$973pp
Jim's Onboard Credit
Disney Fantasy
Disney Cruise Line
May 13, 2028 - May 19, 2028 (6 Nights)
San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Thomas • Disney Lookout Cay at Lighthouse Point, Bahamas • Disney Castaway Cay, Bahamas • Port Canaveral (Orlando), Florida
Average Starting Price
$1,612pp
Jim's Onboard Credit
Star Princess
Princess Cruises
Oct 28, 2028 - Nov 4, 2028 (7 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • St. Thomas • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$925pp
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!

Caribbean Princess
Princess Cruises
Nov 26, 2028 - Dec 1, 2028 (5 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • St. Lucia • Bridgetown, Barbados
Average Starting Price
$628pp
Jim's Onboard Credit
Norwegian Aura
Norwegian Cruise Line
Aug 21, 2027 - Aug 28, 2027 (7 Nights)
Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami
Average Starting Price
$1,049pp
Jim's Onboard Credit
Norwegian Epic
Norwegian Cruise Line
Jan 14, 2028 - Jan 21, 2028 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Nassau • Port Canaveral (Orlando), Florida
Average Starting Price
$839pp
Jim's Onboard Credit
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