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Crown Princess
Princess Cruises
Feb 21, 2027 - Feb 28, 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
$691pp
Jim's Onboard Credit
Seabourn Venture
Seabourn
Aug 17, 2027 - Nov 19, 2027 (94 Nights)
Reykjavik, Iceland • Kangerlussuaq, Greenland • Pond Inlet, Baffin Island • Northwest Passage Experience • Ellesmere Island Experience • Ellesmere Island Experience • Ellesmere Island Experience • Northwest Greenland Experience • Northwest Greenland Experience • Kangerlussuaq, Greenland • Nuuk (Godthaab), Greenland • Iqaluit, Canada • Diana Island, Canada • Erik Cove, Quebec • Northwest Passage Experience • Fury and Hecla Strait • Northwest Passage Experience • Northwest Passage Experience • Northwest Passage Experience • Cambridge Bay, Nunavut • Northwest Passage Experience • Northwest Passage Experience • Sisimiut (Holsteinsborg), Greenland • Evighedsfjord • Kangerlussuaq, Greenland • Nuuk (Godthaab), Greenland • Pangnirtung, Nunavut • Evergreen Island • Lady Franklin Island, Canada • Monumental Island (Nunavut), Canada • Lower Savage Islands, Canada • Praslin • Nachvak Fiord, Torngat Mts, Canada • Ramah Bay • Robben Island, South Africa • Hebron, Canada • Nain, Canada • Indian Harbour, Newfoundland • Battle Harbour, Labrador • L'Anse aux Meadows, Newfoundland • Halifax, Nova Scotia • St. Kitts • 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 • Parati • 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
$105,694pp
Jim's Onboard Credit
31% OFF
MSC World Europa
MSC Cruises
Apr 3, 2027 - Apr 10, 2027 (7 Nights)
Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Castries, St. Lucia • Bridgetown, Barbados • Grenada • Kingstown, Saint Vincent Island, Saint Vincent • Fort-De-France, Martinique
Average Starting Price
$949pp
Jim's Onboard Credit
Azamara Quest
Azamara
Dec 19, 2027 - Dec 27, 2027 (8 Nights)
San Juan, Puerto Rico • Virgin Gorda, British Virgin Islands • St John's, Antigua • Portsmouth, Dominica • Port Elizabeth (Bequia), Saint Vincent and the Grenadines • Grenada • Scarborough (Tobago), Trinidad and Tobago • Bridgetown, Barbados
Average Starting Price
$2,529pp
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!

Silver Ray
Silversea
Dec 4, 2027 - Dec 18, 2027 (14 Nights)
Lisbon, Portugal • Funchal, Portugal • Funchal, Portugal • Santa Cruz de la Palma, Spain • Santa Cruz de Tenerife, Spain • Mindelo, Cape Verde • Bridgetown, Barbados
Average Starting Price
$4,700pp
Jim's Onboard Credit
Norwegian Prima
Norwegian Cruise Line
Jan 8, 2028 - Jan 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
$1,219pp
Jim's Onboard Credit
Celebrity Constellation
Celebrity Cruises
Jan 23, 2027 - Jan 30, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • Castries, St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$697pp
Jim's Onboard Credit
Celebrity Ascent
Celebrity Cruises
Feb 4, 2028 - Feb 14, 2028 (10 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • Castries, St. Lucia • Bridgetown, Barbados • St John's, Antigua • St. Thomas • Fort Lauderdale
Average Starting Price
$1,574pp
Jim's Onboard Credit
Star Legend
Windstar Cruises
Mar 2, 2027 - Mar 17, 2027 (15 Nights)
Bridgetown, Barbados • Funchal, Portugal • Porto Santo (Madeira), Portugal • Casablanca, Morocco • Lisbon, Portugal
Average Starting Price
$2,946pp
Jim's Onboard Credit
Viking Sea
Viking
Feb 16, 2028 - Feb 26, 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
Rhapsody of the Seas
Royal Caribbean
Apr 1, 2028 - Apr 8, 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
$817pp
Jim's Onboard Credit
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!

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