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Celebrity Summit
Celebrity Cruises
Dec 19, 2027 - Dec 26, 2027 (7 Nights)
San Juan, Puerto Rico • Roseau, Dominica • Bridgetown, Barbados • Castries, St. Lucia • St John's, Antigua • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$763pp
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!

Celebrity Eclipse
Celebrity Cruises
Mar 12, 2027 - Mar 22, 2027 (10 Nights)
Fort Lauderdale • St John's, Antigua • Castries, St. Lucia • Bridgetown, Barbados • Kingstown, Saint Vincent Island, Saint Vincent • Basseterre, St. Kitts and Nevis • Fort Lauderdale
Average Starting Price
$1,405pp
Jim's Onboard Credit
15% OFF
Rotterdam
Holland America Line
Dec 22, 2026 - Jan 2, 2027 (11 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • St. Kitts • Roseau, Dominica • Castries, St. Lucia • St John's, Antigua • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$1,454pp
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!

Sonata
Oceania Cruises
Dec 28, 2028 - Jan 11, 2029 (14 Nights)
Miami • Cabo Rojo, Dominican Republic • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Castries, St. Lucia • St John's, Antigua • Tortola • Miami
Average Starting Price
$7,599pp
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!

Grandeur of the Seas
Royal Caribbean
May 1, 2027 - May 8, 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
$689pp
Jim's Onboard Credit
FREE Specialty Dining Meal
29% OFF
Seven Seas Prestige
Regent Seven Seas Cruises
Jan 19, 2029 - Jan 29, 2029 (10 Nights)
Miami • Tortola • St John's, Antigua • Castries, St. Lucia • Roseau, Dominica • St. Thomas • Miami
Average Starting Price
$7,499pp
Jim's Onboard Credit
Celebrity Ascent
Celebrity Cruises
Mar 6, 2028 - Mar 17, 2028 (11 Nights)
Fort Lauderdale • St. Thomas • St John's, Antigua • Bridgetown, Barbados • Castries, St. Lucia • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Fort Lauderdale
Average Starting Price
$1,991pp
Jim's Onboard Credit
CBT Exclusive
$$$ Savings
Celebrity Constellation
Celebrity Cruises
Feb 13, 2027 - Feb 20, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • Basseterre, St. Kitts and Nevis • Roseau, Dominica • Castries, St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$626pp
Jim's Onboard Credit
49% OFF
MSC World Asia
MSC Cruises
Nov 27, 2027 - Dec 4, 2027 (7 Nights)
Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Castries, St. Lucia • Bridgetown, Barbados • Kingstown, Saint Vincent Island, Saint Vincent • Grenada • Fort-De-France, Martinique
Average Starting Price
$889pp
Jim's Onboard Credit
Rhapsody of the Seas
Royal Caribbean
Feb 19, 2028 - Feb 26, 2028 (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
$868pp
Jim's Onboard Credit
Viking Sky
Viking
Jan 28, 2028 - Feb 7, 2028 (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
$4,299pp
Jim's Onboard Credit
Viking Sea
Viking
Jan 27, 2028 - Feb 6, 2028 (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
$4,299pp
Jim's Onboard Credit
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