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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!

Viking Sky
Viking
Feb 17, 2028 - Feb 27, 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
$4,499pp
Jim's Onboard Credit
Scarlet Lady
Virgin Voyages
Mar 11, 2028 - Mar 18, 2028 (7 Nights)
San Juan, Puerto Rico • St. Thomas • Bridgetown, Barbados • Fort-De-France, Martinique • Roseau, Dominica • Philipsburg, St. Maarten • San Juan, Puerto Rico
Average Starting Price
$973pp
Jim's Onboard Credit
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
Celebrity Eclipse
Celebrity Cruises
Dec 12, 2026 - Dec 22, 2026 (10 Nights)
Fort Lauderdale • Tortola • St John's, Antigua • Bridgetown, Barbados • Castries, St. Lucia • Basseterre, St. Kitts and Nevis • Fort Lauderdale
Average Starting Price
$1,323pp
Jim's Onboard Credit
MSC Seaview
MSC Cruises
Nov 17, 2026 - Dec 4, 2026 (17 Nights)
Barcelona, Spain • Las Palmas (Gran Canaria), Spain • Philipsburg, St. Maarten • St. Kitts • Dominica • Bridgetown, Barbados • Saint George • Kingstown, Saint Vincent Island, Saint Vincent • Fort-De-France, Martinique
Average Starting Price
$1,798pp
Jim's Onboard Credit
49% OFF
MSC Opera
MSC Cruises
May 13, 2027 - May 27, 2027 (14 Nights)
Bridgetown, Barbados • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Tortola • 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 • Catalina Island, Dominican Republic • Bridgetown, Barbados
Average Starting Price
$1,748pp
Jim's Onboard Credit
Vision of the Seas
Royal Caribbean
Feb 13, 2028 - Feb 20, 2028 (7 Nights)
San Juan, Puerto Rico • Roseau, Dominica • Bridgetown, Barbados • Kingstown, Saint Vincent Island, Saint Vincent • St John's, Antigua • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$668pp
Jim's Onboard Credit
47% OFF
MSC World Asia
MSC Cruises
Nov 5, 2027 - Nov 21, 2027 (16 Nights)
Barcelona, Spain • Palma de Mallorca, Spain • Alicante, Spain • Malaga, Spain • Las Palmas (Gran Canaria), Spain • St John's, Antigua • Kingstown, Saint Vincent Island, Saint Vincent • Bridgetown, Barbados • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe
Average Starting Price
$1,029pp
Jim's Onboard Credit
Seabourn Venture
Seabourn
Aug 29, 2027 - Nov 19, 2027 (82 Nights)
Kangerlussuaq, Greenland • Nuuk (Godthaab), Greenland • Iqaluit, Canada • Diana Island, Canada • Erik Cove, Quebec • The Seabourn Northwest Passage Experience • Fury and Hecla Strait, Canada • The Seabourn Northwest Passage Experience • The Seabourn Northwest Passage Experience • The Seabourn Northwest Passage Experience • Cambridge Bay, Nunavut • The Seabourn Northwest Passage Experience • The Seabourn Northwest Passage Experience • Sisimiut (Holsteinsborg), Greenland • Evighed Fjord, Greenland • 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 • Camboriu, Brazil • Montevideo, Uruguay • The Seabourn Falkland Island Experience • The Seabourn Falkland Island Experience • Port Stanley, Falkland Islands • The Seabourn South Georgia Experience • The Seabourn South Georgia Experience • The Seabourn South Georgia Experience • The Seabourn Antarctic Experience • The Seabourn Antarctic Experience • The Seabourn Antarctic Experience • The Seabourn Antarctic Experience • The Seabourn Antarctic Experience • Ushuaia, Argentina • Ushuaia, Argentina
Average Starting Price
$89,574pp
Jim's Onboard Credit
Crown Princess
Princess Cruises
Feb 14, 2027 - Feb 21, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St. Kitts • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$769pp
Jim's Onboard Credit
Insignia
Oceania Cruises
Mar 19, 2027 - Apr 9, 2027 (21 Nights)
Rio de Janeiro, Brazil • Cruising the Amazon River • Alter Do Chao, Brazil • Boca da Valeria (Amazon River), Brazil • Manaus, Brazil • Manaus, Brazil • Parintins, Brazil • Santarem, Brazil • Cruising the Amazon River • Bridgetown, Barbados • St John's, Antigua • St. Thomas • Miami
Average Starting Price
$6,699pp
Jim's Onboard Credit
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