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Volendam
Holland America Line
Jan 4, 2028 - May 12, 2028 (129 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 • Sydney, Australia • Brisbane, Australia • Townsville, Australia • Cairns (Yorkeys Knob), Australia • Scenic Cruising Torres Strait • Darwin, Australia • Slawi Bay, Komodo • Benoa (Bali), Indonesia • Crossing the Equator • Singapore • Singapore • Phuket, Thailand • Colombo, Sri Lanka • Male, Maldives • Port Louis, Mauritius • La Possession, Reunion • Port Elizabeth, South Africa • Cape Town, South Africa • Cape Town, South Africa • Cape Town, South Africa • Luderitz, Namibia • Walvis Bay, Namibia • Crossing Null Island • Sekondi-Takoradi, Ghana • Abidjan, Ivory Coast • Praia, Cape Verde • Mindelo, Cape Verde • San Juan, Puerto Rico • Fort Lauderdale
Average Starting Price
$30,709pp
Jim's Onboard Credit
Brilliant Lady
Virgin Voyages
Jan 10, 2028 - Jan 20, 2028 (10 Nights)
Miami • Philipsburg, St. Maarten • Tortola • St. Thomas • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Bimini • Miami
Average Starting Price
$1,390pp
Jim's Onboard Credit
Crystal Grace
Crystal Cruises
Jan 19, 2029 - Mar 31, 2029 (71 Nights)
Fort Lauderdale • Grand Turk • Samana, Dominican Republic • Great Harbor Jost Van Dyke, British Virgin Islands • St John's, Antigua • St. Kitts • St. Barts/Gustavia, French West Indies • San Juan, Puerto Rico • St. Barts/Gustavia, French West Indies • Pointe-à-Pitre, Guadeloupe • Kingstown, Saint Vincent Island, Saint Vincent • Scarborough (Tobago), Trinidad and Tobago • Devil's Island, France • Fortaleza, Brazil • Recife, Brazil • Maceio, Brazil • Rio de Janeiro, Brazil • Rio de Janeiro, Brazil • Rio de Janeiro, Brazil • Santos (Sao Paulo), Brazil • Montevideo, Uruguay • Buenos Aires, Argentina • Buenos Aires, Argentina • Punta del Este, Uruguay • Puerto Madryn, Argentina • Port Stanley, Falkland Islands • Ushuaia, Argentina • Cruising the Cape Horn • Punta Arenas, Chile • Cruising the Chilean Fjords • Cruising the Chilean Fjords • Laguna San Rafael, Chile • Chacabuco, Chile • Castro, Chile • Puerto Montt, Chile • Valparaíso, Chile • Valparaíso, Chile • Bahia CoQuimbo, Chile • Iquique, Chile • General San Martin, Peru • Lima, Peru • Salaverry (Trujillo), Peru • Manta, Ecuador • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama • Panama Canal, Panama • Limon, Costa Rica • Roatan Island, Honduras • Santo Tomas de Castilla, Guatemala • Belize City • Cozumel • Progreso, Mexico • Fort Lauderdale
Average Starting Price
$47,000pp
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!

Resilient Lady
Virgin Voyages
Dec 4, 2027 - Dec 12, 2027 (8 Nights)
Miami • Philipsburg, St. Maarten • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Bimini • Miami
Average Starting Price
$1,032pp
Jim's Onboard Credit
Celebrity Summit
Celebrity Cruises
Oct 29, 2027 - Nov 7, 2027 (9 Nights)
San Juan, Puerto Rico • St John's, Antigua • Castries, St. Lucia • Grenada • Bridgetown, Barbados • Kingstown, Saint Vincent Island, Saint Vincent • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$758pp
Jim's Onboard Credit
Vision of the Seas
Royal Caribbean
Oct 29, 2027 - Nov 7, 2027 (9 Nights)
San Juan, Puerto Rico • Oranjestad, Aruba • Willemstad, Curacao • Bridgetown, Barbados • Roseau, Dominica • St John's, Antigua • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$884pp
Jim's Onboard Credit
57% OFF
Margaritaville at Sea Beachcomber
Margaritaville at Sea
May 22, 2027 - May 29, 2027 (7 Nights)
Miami • Philipsburg, St. Maarten • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Miami
Average Starting Price
$629pp
Jim's Onboard Credit
47% OFF
MSC Grandiosa
MSC Cruises
Nov 6, 2027 - Nov 14, 2027 (8 Nights)
Port Canaveral (Orlando), Florida • Nassau • Ocean Cay • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Port Canaveral (Orlando), Florida
Average Starting Price
$768pp
Jim's Onboard Credit
Azamara Onward
Azamara
Dec 22, 2027 - Jan 5, 2028 (14 Nights)
Miami • Nassau • Virgin Gorda, British Virgin Islands • Philipsburg, St. Maarten • Basseterre, St. Kitts and Nevis • St. Pierre • Castries, St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico • Miami
Average Starting Price
$4,099pp
Jim's Onboard Credit

Jim's Ship Pick
One of my absolute favorite ships! Small, simple, and luxurious without feeling stuffy - and perfect for immersive, port-intensive cruises!

Sonata
Oceania Cruises
Feb 2, 2028 - Feb 12, 2028 (10 Nights)
Miami • San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • Pointe-à-Pitre, Guadeloupe • Tortola • Miami
Average Starting Price
$4,799pp
Jim's Onboard Credit
35% OFF
Carnival Firenze
Carnival Cruise Line
Nov 28, 2027 - Dec 12, 2027 (14 Nights)
Port Canaveral (Orlando), Florida • Fun Day at Sea • Fun Day at Sea • St. Thomas • St John's, Antigua • St. Lucia • Grenada • Bridgetown, Barbados • Fun Day at Sea • Philipsburg, St. Maarten • St. Croix • San Juan, Puerto Rico • Fun Day at Sea • Fun Day at Sea • Port Canaveral (Orlando), Florida
Average Starting Price
$1,135pp
Jim's Onboard Credit
45% OFF
MSC Meraviglia
MSC Cruises
Jan 30, 2027 - Feb 13, 2027 (14 Nights)
Miami • Nassau • San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Thomas • Miami • Grand Turk • Ocean Cay • Nassau • Miami
Average Starting Price
$1,105pp
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!

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