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Nieuw Amsterdam
Holland America Line
Nov 20, 2026 - Dec 11, 2026 (21 Nights)
Fort Lauderdale • Kralendijk, Bonaire • Willemstad, Curacao • Willemstad, Curacao • Relaxaway Half Moon Cay • Fort Lauderdale • Philipsburg, St. Maarten • Fort-De-France, Martinique • Bridgetown, Barbados • Scarborough (Tobago), Trinidad and Tobago • Castries, St. Lucia • St. Kitts • Key West, Florida • Fort Lauderdale
Average Starting Price
$3,199pp
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!

Volendam
Holland America Line
Jan 4, 2028 - Mar 10, 2028 (66 Nights)
Fort Lauderdale • Bridgetown, Barbados • Devil's Island, France • Crossing the Equator • Icoaraci (Belem), Brazil • Recife, Brazil • Rio de Janeiro, Brazil • Rio de Janeiro, Brazil • Montevideo, Uruguay • Buenos Aires, Argentina • Port Stanley, Falkland Islands • Antarctic Experience • Antarctic Experience • Antarctic Experience • Antarctic Experience • Drake Passage • Ushuaia, Argentina • Beagle Channel, Argentina • Daylight cruising Glacier Alley • Punta Arenas, Chile • Magellan Strait • Scenic cruising Amalia or Brujo Glacier • Scenic cruising Sarmiento Channel • Cruising Chilean Fjords • Puerto Montt, Chile • San Antinio, Chile • Easter Island (Sail By), Chile • Cruising Pitcairn Island • Bahia d Opunoha, Moorea, French Polynesia • Papeete, French Polynesia • Papeete, French Polynesia • Bora Bora, French Polynesia • Crossing the International Date line • Auckland, New Zealand • Auckland, New Zealand • Tauranga, New Zealand • Wellington, New Zealand • Christchurch, Lyttelton, New Zealand • Picton, New Zealand • New Plymouth, New Zealand • Sydney, Australia
Average Starting Price
$17,289pp
Jim's Onboard Credit
Viking Sky
Viking
Dec 19, 2027 - Dec 29, 2027 (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
$3,599pp
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!

Valiant Lady
Virgin Voyages
Feb 20, 2027 - Feb 27, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • Castries, St. Lucia • Bridgetown, Barbados • Roseau, Dominica • Philipsburg, St. Maarten • San Juan, Puerto Rico
Average Starting Price
$1,043pp
Jim's Onboard Credit
Norwegian Prima
Norwegian Cruise Line
Nov 27, 2027 - Dec 4, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • St. Kitts • St John's, Antigua • Bridgetown, Barbados • Philipsburg, St. Maarten • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$1,359pp
Jim's Onboard Credit
24% OFF
Seven Seas Mariner
Regent Seven Seas Cruises
Jan 6, 2029 - Jun 5, 2029 (150 Nights)
Miami • Cruising the Bahamian Waters • Cruising the Atlantic Ocean • Cruising the Atlantic Ocean • Bridgetown, Barbados • Cruising the Atlantic Ocean • Cruising the Atlantic Ocean • Cruising the Amazon River • Santarem, Brazil • Boca da Valeria (Amazon River), Brazil • Manaus, Brazil • Parintins, Brazil • Alter Do Chao, Brazil • Cruising the Amazon River • Cruising the Atlantic Ocean • Cruising the Atlantic Ocean • Cruising the Atlantic Ocean • Cruising the Atlantic Ocean • Cruising the Atlantic Ocean • Rio de Janeiro, Brazil • Rio de Janeiro, Brazil • Santos (Sao Paulo), Brazil • Cruising the Atlantic Ocean • Cruising the Atlantic Ocean • Montevideo, Uruguay • Buenos Aires, Argentina • Punta del Este, Uruguay • Cruising The Argentine Sea • Cruising The Argentine Sea • Falkland Islands • Cruising the Atlantic Ocean • Cruising by Half Moon Island, Antarctica • Cruising by Paradise Bay, Antarctica • Cruising by Admiralty Bay, Antarctica • Drake Passage • Ushuaia, Argentina • Punta Arenas, Chile • Cruising the Chilean Fjords • Cruising the Chilean Fjords • Chacabuco, Chile • Puerto Montt, Chile • Cruising the Pacific Ocean • Valparaíso, Chile • Bahia CoQuimbo, Chile • Cruising the Pacific Ocean • Iquique, Chile • Arica, Chile • Cruising the Pacific Ocean • General San Martin, Peru • Lima, Peru • Lima, Peru • Cruising the South Pacific • Cruising the South Pacific • Cruising the South Pacific • Cruising the South Pacific • Cruising the South Pacific • Easter Island (Sail By), Chile • Cruising the South Pacific • Cruising the South Pacific • Cruising the Pitcairn Islands • Cruising the South Pacific • Cruising the South Pacific • Fakarava, French Polynesia • Rangiroa, French Polynesia • Bora Bora, French Polynesia • Bora Bora, French Polynesia • Huahine, French Polynesia • Moorea, French Polynesia • Papeete, French Polynesia • Papeete, French Polynesia • Cruising the South Pacific • Avatiu, Rarotonga, Cook Islands • Aitutake, Aruntanga • Cruising the South Pacific • International Dateline • Cross International Dateline • Apia, Samoa • Cruising the South Pacific • Vava 'u, Tonga • Cruising the South Pacific • Sanusavu, Fiji • Dravuni Island, Fiji • Lautoka, Fiji • Cruising the South Pacific • Luganville, Espirutu Santo • Port Vila, Vanuatu • Cruising the South Pacific • Noumea, New Caledonia • Cruising the Tasman Sea • Cruising the Tasman Sea • Sydney, Australia • Sydney, Australia • Cruising the Tasman Sea • Brisbane, Australia • Cruising the Coral Sea • Border Island, Whitsunday, Australia • Townsville, Australia • Cairns (Yorkeys Knob), Australia • Cruising the Coral Sea • Cruising the Arafura Sea • Cruising the Arafura Sea • Darwin, Australia • Cruising the Timor Sea • Cruising the Timor Sea • Komodo, Indonesia • Gili Kondo - Lombok, Indonesia • Benoa (Bali), Indonesia • Benoa (Bali), Indonesia • Cruising the Java Sea • Cruising the South China Sea • Singapore • Singapore • Port Klang (Kuala Lumpur), Malaysia • Penang, Malaysia • Langkawi, Malaysia • Phuket, Thailand • Phuket, Thailand • Cruising the Andaman Sea • Cruising the Bay of Bengal • Hambantota, Sri Lanka • Cruising the Laccadive Sea • Male, Maldives • Cruising the Laccadive Sea • Cruising the Arabian Sea • Mumbai (Bombay), India • Mumbai (Bombay), India • Cruising the Arabian Sea • Cruising the Gulf of Oman • Dubai, United Arab Emirates • Dubai, United Arab Emirates • Cruising the Gulf of Oman • Cruising the Arabian Sea • Salalah, Oman • Cruising the Gulf of Aden • Cruising the Red Sea • Cruising the Red Sea • Jeddah, Saudi Arabia • Cruising the Red Sea • Cruising the Red Sea • Safaga, Egypt • Safaga, Egypt • Al Aqabah, Jordan • Al Aqabah, Jordan • Suez Canal Transit • Suez Canal Transit • Jerusalem (Ashdod), Israel • Jerusalem (Ashdod), Israel • Cruising the Mediterranean Sea • Athens (Piraeus), Greece • Cruising the Mediterranean Sea • Sorrento, Italy • Rome (Civitavecchia), Italy
Average Starting Price
$104,839pp
Jim's Onboard Credit
Silver Shadow
Silversea
Jan 10, 2027 - Jan 20, 2027 (10 Nights)
San Juan, Puerto Rico • Great Harbor Jost Van Dyke, British Virgin Islands • Gustavia, St. Barts • St John's, Antigua • Little Bay, Montserrat • Les Saintes, F.W.I. • St. Kitts • Trois Ilets, Martinique • Castries, St. Lucia • Grenada • Bridgetown, Barbados
Average Starting Price
$4,850pp
Jim's Onboard Credit
Odyssey of the Seas
Royal Caribbean
Jan 14, 2027 - Jan 25, 2027 (11 Nights)
Cape Liberty • Philipsburg, St. Maarten • Castries, St. Lucia • Bridgetown, Barbados • Basseterre, St. Kitts and Nevis • Cape Liberty
Average Starting Price
$1,869pp
Jim's Onboard Credit
FREE Specialty Dining Meal
EXPLORA I
Explora Journeys
Jan 29, 2027 - Feb 17, 2027 (19 Nights)
Miami • Puerto Plata, Dominican Republic • Philipsburg, St. Maarten • Terre de Haut, Guadeloupe • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico • Gustavia, St. Barts • St. Pierre • Bridgetown, Barbados • Port of Spain, Trinidad • Port of Spain, Trinidad • Macapa, , Brazil • Santarem, Brazil • Boca da Valeria (Amazon River), Brazil • Manaus, Brazil • Manaus, Brazil
Average Starting Price
$11,735pp
Jim's Onboard Credit
Azamara Journey
Azamara
Nov 21, 2026 - Dec 5, 2026 (14 Nights)
San Juan, Puerto Rico • Virgin Gorda, British Virgin Islands • St John's, Antigua • St. Pierre • Port Elizabeth (Bequia), Saint Vincent and the Grenadines • Grenada • Scarborough (Tobago), Trinidad and Tobago • Bridgetown, Barbados • Castries, St. Lucia • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Charlestown, Nevis • Philipsburg, St. Maarten • Gustavia, St. Barts • San Juan, Puerto Rico
Average Starting Price
$5,399pp
Jim's Onboard Credit
Celebrity Summit
Celebrity Cruises
Nov 21, 2027 - Nov 28, 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
$619pp
Jim's Onboard Credit
Island Princess
Princess Cruises
Mar 18, 2028 - Apr 3, 2028 (16 Nights)
Fort Lauderdale • St. Thomas • Philipsburg, St. Maarten • St. Kitts • St John's, Antigua • St. Lucia • Bridgetown, Barbados • Grenada • Willemstad, Curacao • Oranjestad, Aruba • Oranjestad, Aruba • Fort Lauderdale
Average Starting Price
$1,599pp
Jim's Onboard Credit
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