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Celebrity Beyond
Celebrity Cruises
Apr 18, 2027 - Apr 25, 2027 (7 Nights)
Fort Lauderdale • Puerto Plata, Dominican Republic • St. Thomas • Basseterre, St. Kitts and Nevis • Fort Lauderdale
Average Starting Price
$1,354pp
Jim's Onboard Credit
Viking Sky
Viking
Nov 29, 2027 - Dec 9, 2027 (10 Nights)
San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • Bridgetown, Barbados • Roseau, Dominica • St John's, Antigua • Philipsburg, St. Maarten • St. Croix • San Juan, Puerto Rico
Average Starting Price
$4,499pp
Jim's Onboard Credit
Nieuw Amsterdam
Holland America Line
Mar 12, 2027 - Apr 2, 2027 (21 Nights)
Fort Lauderdale • St John's, Antigua • St. Thomas • Tortola • San Juan, Puerto Rico • Relaxaway Half Moon Cay • Fort Lauderdale • Relaxaway Half Moon Cay • Oranjestad, Aruba • Cartagena, Colombia • Enter Panama Canal at Cristobal • Cruising Panama Canal And Gatun Lake • Gatun Lake, Panama • Cruising Gatun Lake And Panama Canal • Panama Canal, Panama • Colon, Panama • Limon, Costa Rica • George Town, Cayman Islands • Fort Lauderdale
Average Starting Price
$4,154pp
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!

EXPLORA IV
Explora Journeys
Nov 27, 2027 - Dec 4, 2027 (7 Nights)
San Juan, Puerto Rico • Gustavia, St. Barts • Virgin Gorda, British Virgin Islands • St. Thomas • Cayo Levantado, Dominican Republic • Ocean Cay • Miami
Average Starting Price
$4,125pp
Jim's Onboard Credit
Norwegian Prima
Norwegian Cruise Line
Nov 20, 2027 - Nov 27, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • St. Kitts • St. Lucia • Bridgetown, Barbados • Philipsburg, St. Maarten • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$1,439pp
Jim's Onboard Credit
Norwegian Dawn
Norwegian Cruise Line
Jan 18, 2028 - Jan 28, 2028 (10 Nights)
Jacksonville • Grand Bahama Island • Puerto Plata, Dominican Republic • Samana, Dominican Republic • St. Thomas • Tortola • San Juan, Puerto Rico • Jacksonville
Average Starting Price
$989pp
Jim's Onboard Credit
Grandeur of the Seas
Royal Caribbean
Sep 18, 2027 - Sep 25, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St. Croix • Philipsburg, St. Maarten • Castries, St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$650pp
Jim's Onboard Credit
Harmony of the Seas
Royal Caribbean
May 1, 2027 - May 8, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Perfect Day Cococay • St. Thomas • Philipsburg, St. Maarten • Port Canaveral (Orlando), Florida
Average Starting Price
$867pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Star of the Seas
Royal Caribbean
May 30, 2027 - Jun 6, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Perfect Day Cococay • Samana, Dominican Republic • St. Thomas • Port Canaveral (Orlando), Florida
Average Starting Price
$1,762pp
Jim's Onboard Credit
FREE Specialty Dining Meal

Jim's Ship Pick
This is the BEST ship I’ve EVER sailed on! It rarely felt crowded, the food was incredible, the shows were absolutely phenomenal, and there’s something for everyone!

Norwegian Aqua
Norwegian Cruise Line
Jul 11, 2027 - Jul 18, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$1,279pp
Jim's Onboard Credit
Scarlet Lady
Virgin Voyages
Dec 26, 2027 - Jan 2, 2028 (7 Nights)
San Juan, Puerto Rico • Philipsburg, St. Maarten • Bridgetown, Barbados • Fort-De-France, Martinique • St John's, Antigua • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$1,813pp
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!

Marina
Oceania Cruises
Dec 20, 2027 - Jan 6, 2028 (17 Nights)
Miami • Costa Maya • Belize City • Roatan, Honduras • Cozumel • Miami • Nassau • San Juan, Puerto Rico • Tortola • Basseterre, St. Kitts and Nevis • Gustavia, St. Barts • St. Thomas • Puerto Plata, Dominican Republic • Miami
Average Starting Price
$5,499pp
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!

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