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Norwegian Prima
Norwegian Cruise Line
Apr 8, 2028 - Apr 15, 2028 (7 Nights)
San Juan, Puerto Rico • Tortola • St. Kitts • Bridgetown, Barbados • St. Lucia • Philipsburg, St. Maarten • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$1,319pp
Jim's Onboard Credit
Seabourn Venture
Seabourn
Sep 16, 2027 - Oct 25, 2027 (39 Nights)
Kangerlussuaq, Greenland • Nuuk (Godthaab), Greenland • Pangnirtung, Nunavut • Kekerten Island, Nunavut • Lady Franklin Island, Canada • Monumental Island (Nunavut), Canada • Lower Savage Islands, Canada • Resolution Island, Nunavut, Canada • Nachvak Fiord, Torngat Mts, Canada • Ramah Bay, Torngat Mts, Canada • Rose Island, Bahamas • Hebron, Canada • Nain, Canada • Indian Harbour, Newfoundland • Battle Harbour, Labrador • L'Anse aux Meadows, Newfoundland • Halifax, Nova Scotia • Carambola Beach, Saint Kitts and Nevis • Little Bay, Montserrat • Rodney Bay, Saint Lucia • Bridgetown, Barbados • Port of Spain, Trinidad • Devil's Island, France • Crossing the Equator • Fortaleza, Brazil • Natal, Brazil • Salvador, Brazil • Armacao dos Buzios, Brazil • Paraty, Brazil • Rio de Janeiro, Brazil
Average Starting Price
$34,718pp
Jim's Onboard Credit
Viking Sea
Viking
Jan 29, 2029 - Feb 8, 2029 (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
$4,999pp
Jim's Onboard Credit
20% OFF
MSC World Europa
MSC Cruises
Dec 27, 2026 - Jan 3, 2027 (7 Nights)
Pointe-à-Pitre, Guadeloupe • Bridgetown, Barbados • Kingstown, Saint Vincent Island, Saint Vincent • Grenada • Castries, St. Lucia • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe
Average Starting Price
$1,632pp
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!

Azamara Quest
Azamara
Dec 27, 2027 - Jan 5, 2028 (9 Nights)
Bridgetown, Barbados • Kralendijk, Bonaire • Willemstad, Curacao • Oranjestad, Aruba • Puerto Plata, Dominican Republic • Nassau • Miami
Average Starting Price
$2,639pp
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!

Seabourn Ovation
Seabourn
Mar 13, 2027 - Mar 20, 2027 (7 Nights)
Bridgetown, Barbados • Castries, St. Lucia • Little Bay, Montserrat • St John's, Antigua • St. Kitts • Great Harbor Jost Van Dyke, British Virgin Islands • Philipsburg, St. Maarten
Average Starting Price
$7,163pp
Jim's Onboard Credit
Silver Spirit
Silversea
Nov 22, 2026 - Dec 5, 2026 (13 Nights)
Lisbon, Portugal • Funchal, Portugal • Santa Cruz de la Palma, Spain • Mindelo, Cape Verde • Bridgetown, Barbados
Average Starting Price
$5,000pp
Jim's Onboard Credit
Caribbean Princess
Princess Cruises
Jan 2, 2029 - Jan 12, 2029 (10 Nights)
Bridgetown, Barbados • Oranjestad, Aruba • Willemstad, Curacao • San Juan, Puerto Rico • St. Thomas • St. Kitts • Dominica • Grenada • Bridgetown, Barbados
Average Starting Price
$1,219pp
Jim's Onboard Credit
44% OFF
MSC Opera
MSC Cruises
Aug 16, 2027 - Aug 23, 2027 (7 Nights)
La Romana, Dominican Republic • Catalina Island, Dominican Republic • Bridgetown, Barbados • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Tortola • La Romana, Dominican Republic
Average Starting Price
$906pp
Jim's Onboard Credit
Emerald Princess
Princess Cruises
Feb 13, 2028 - Feb 27, 2028 (14 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • Dominica • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico • Tortola • St. Kitts • Martinique • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$1,508pp
Jim's Onboard Credit
Norwegian Prima
Norwegian Cruise Line
Dec 13, 2026 - Dec 20, 2026 (7 Nights)
San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Kitts • Bridgetown, Barbados • St. Lucia • Tortola • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$819pp
Jim's Onboard Credit
MSC World Europa
MSC Cruises
Dec 2, 2026 - Dec 6, 2026 (4 Nights)
Bridgetown, Barbados • Grenada • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe
Average Starting Price
$619pp
Jim's Onboard Credit
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