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27% OFF
Seven Seas Grandeur
Regent Seven Seas Cruises
Feb 24, 2028 - Mar 5, 2028 (10 Nights)
Bridgetown, Barbados • Castries, St. Lucia • Fort-De-France, Martinique • Roseau, Dominica • Pointe-à-Pitre, Guadeloupe • Gustavia, St. Barts • Philipsburg, St. Maarten • Tortola • Miami
Average Starting Price
$6,849pp
Jim's Onboard Credit
Seabourn Ovation
Seabourn
Dec 11, 2027 - Dec 28, 2027 (17 Nights)
Bridgetown, Barbados • Rodney Bay, Saint Lucia • Scarborough (Tobago), Trinidad and Tobago • Willemstad, Curacao • Kralendijk, Bonaire • Bridgetown, Barbados • Grenada • Bequia Island, Saint Vincent • St. Pierre • Terre de Haut, Guadeloupe • St John's, Antigua • St. Kitts • Great Harbor Jost Van Dyke, British Virgin Islands • Road Bay, Anguilla • Philipsburg, St. Maarten
Average Starting Price
$11,343pp
Jim's Onboard Credit
Viking Sea
Viking
Dec 30, 2028 - Jan 9, 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
$4,499pp
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!

Seabourn Venture
Seabourn
Sep 17, 2027 - Oct 10, 2027 (23 Nights)
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
Average Starting Price
$25,819pp
Jim's Onboard Credit
Viking Sky
Viking
Dec 14, 2028 - Dec 24, 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
$3,799pp
Jim's Onboard Credit
Crown Princess
Princess Cruises
Jan 24, 2027 - Feb 7, 2027 (14 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico • St. Thomas • Pointe-à-Pitre, Guadeloupe • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$1,502pp
Jim's Onboard Credit
Silver Shadow
Silversea
Jan 6, 2029 - Jan 16, 2029 (10 Nights)
San Juan del sur, Nicaragua • Rodney Bay, Saint Lucia • Grenada • Bridgetown, Barbados • Canouan, Saint Vincent and the Grenadines • Bequia Island, Saint Vincent • Roseau, Dominica • Little Bay, Montserrat • St. Kitts • San Juan del sur, Nicaragua
Average Starting Price
$8,000pp
Jim's Onboard Credit
Star Legend
Windstar Cruises
Dec 4, 2026 - Dec 12, 2026 (8 Nights)
Bridgetown, Barbados • Rodney Bay, Saint Lucia • Scenic Cruising the Pitons • Scarborough (Tobago), Trinidad and Tobago • Bequia Island, Saint Vincent • Mayreau Island, Saint Vincent and the Grenadines • Grenada • Willemstad, Curacao • Oranjestad, Aruba
Average Starting Price
$3,060pp
Jim's Onboard Credit
Crystal Symphony
Crystal Cruises
Jan 7, 2029 - May 13, 2029 (126 Nights)
Melbourne, Australia • Portland, Australia • Penneshaw (Kangaroo Island), Australia • Adelaide, Australia • Adelaide, Australia • Esperance, Australia • Albany, Australia • Busselton, Australia • Perth (Fremantle), Australia • Perth (Fremantle), Australia • Komodo (Rinca), Indonesia • Benoa (Bali), Indonesia • Benoa (Bali), Indonesia • Waingapu, Sumba, Indonesia • Kupang, Indonesia • Darwin, Australia • Cairns (Yorkeys Knob), Australia • Cairns (Yorkeys Knob), Australia • Airlie Beach, Qld, Australia • Brisbane, Australia • Sydney, Australia • Wellington, New Zealand • Gisborne, New Zealand • Tauranga, New Zealand • Auckland, New Zealand • Auckland, New Zealand • Waitangi (Bay of Islands), New Zealand • Suva, Fiji • Apia, Samoa • International Dateline • Raiatea, French Polynesia • Bora Bora, French Polynesia • Moorea, French Polynesia • Moorea, French Polynesia • Papeete, French Polynesia • Huahine, French Polynesia • Rangiroa, French Polynesia • Fakarava, French Polynesia • Adamstown, Pitcairn Islands • Hanga Roa (Rapa Nui), Chile • Hanga Roa (Rapa Nui), Chile • Robinson Crusoe Island, Chile • Valparaíso, Chile • Puerto Montt, Chile • Castro, Chile • Chacabuco, Chile • Laguna San Rafael, Chile • Cruising the Chilean Fjords • Cruising the Chilean Fjords • Punta Arenas, Chile • Ushuaia, Argentina • Ushuaia, Argentina • Port Stanley, Falkland Islands • Puerto Madryn, Argentina • Puerto Madryn, Argentina • Punta del Este, Uruguay • Buenos Aires, Argentina • Buenos Aires, Argentina • Montevideo, Uruguay • Montevideo, Uruguay • Balneario Camboriu, Brazil • Ilhabela, Brazil • Paraty, Brazil • Rio de Janeiro, Brazil • Rio de Janeiro, Brazil • Buzios, Brazil • Sao Salvador Da Bahia • Maceio, Brazil • Recife, Brazil • Santarem, Brazil • Boca de Valeria, Brazil • Manaus, Brazil • Manaus, Brazil • Parintins, Brazil • Alter Do Chao, Brazil • Devil's Island, France • Bridgetown, Barbados • Roseau, Dominica • St. Kitts • San Juan, Puerto Rico • Samana, Dominican Republic • Grand Turk • Fort Lauderdale • Royal Naval Dockyard, Bermuda • Royal Naval Dockyard, Bermuda • New York, New York
Average Starting Price
$75,200pp
Jim's Onboard Credit

Luke's Port Pick
Grand Turk has it all - stunning ship views, a pool, great snorkeling, and crystal-clear water! This port will always be my favorite!

Silver Spirit
Silversea
Feb 28, 2027 - Mar 7, 2027 (7 Nights)
Bridgetown, Barbados • Castries, St. Lucia • Gustavia, St. Barts • Road Bay, Anguilla • St John's, Antigua • Roseau, Dominica • Canouan, Saint Vincent and the Grenadines • Bridgetown, Barbados
Average Starting Price
$4,300pp
Jim's Onboard Credit
49% OFF
MSC World Asia
MSC Cruises
Dec 28, 2027 - Jan 11, 2028 (14 Nights)
Bridgetown, Barbados • Castries, St. Lucia • Grenada • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Roseau, Dominica • Philipsburg, St. Maarten • St. Kitts • St John's, Antigua • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Castries, St. Lucia • Bridgetown, Barbados
Average Starting Price
$2,739pp
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!

19% OFF
MSC World Europa
MSC Cruises
Feb 21, 2027 - Feb 28, 2027 (7 Nights)
Pointe-à-Pitre, Guadeloupe • Castries, St. Lucia • Bridgetown, Barbados • Kingstown, Saint Vincent Island, Saint Vincent • Grenada • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe
Average Starting Price
$1,638pp
Jim's Onboard Credit
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