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October 2026

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4% OFF

Nieuw Amsterdam

Holland America Line

Nov 29, 2026 - Dec 11, 2026 (12 Nights)

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

Mar 15, 2029 - Mar 29, 2029 (14 Nights)

Miami • George Town, Cayman Islands • Ocho Rios, Jamaica • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Grenada • Fort-De-France, Martinique • Philipsburg, St. Maarten • Miami

Average Starting Price

Jan 15, 2028 - Jan 25, 2028 (10 Nights)

San Juan, Puerto Rico • Great Harbor Jost Van Dyke, British Virgin Islands • Gustavia, St. Barts • St. Kitts • Fort-De-France, Martinique • Grenada • Canouan, Saint Vincent and the Grenadines • Castries, St. Lucia • St John's, Antigua • St. John • San Juan, Puerto Rico

Average Starting Price

Jan 15, 2027 - Jan 27, 2027 (12 Nights)

Fort Lauderdale • Gustavia, St. Barts • Fort-De-France, Martinique • Grenada • Scarborough (Tobago), Trinidad and Tobago • Santarem, Brazil • Boca da Valeria (Amazon River), Brazil • Manaus, Brazil

Average Starting Price

40% OFF

Dec 10, 2026 - Dec 22, 2026 (12 Nights)

Miami • St. Thomas • Gustavia, St. Barts • St John's, Antigua • Fort-De-France, Martinique • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • Tortola • Miami

Average Starting Price

Jan 29, 2027 - Feb 6, 2027 (8 Nights)

San Juan, Puerto Rico • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Fort-De-France, Martinique • Philipsburg, St. Maarten • San Juan, Puerto Rico

Average Starting Price

Dec 20, 2026 - Jan 5, 2027 (16 Nights)

Miami • San Juan, Puerto Rico • Road Bay, Anguilla • St. Kitts • Marigot Bay, St. Martin, French West Indies • Terre de Haut, Guadeloupe • Fort-De-France, Martinique • Rodney Bay, Saint Lucia • Roseau, Dominica • Little Bay, Montserrat • St John's, Antigua • Great Harbor Jost Van Dyke, British Virgin Islands • Miami

Average Starting Price

$11,163pp

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!

Scarlet Lady

Virgin Voyages

Feb 26, 2028 - Mar 4, 2028 (7 Nights)

San Juan, Puerto Rico • Philipsburg, St. Maarten • Bridgetown, Barbados • Fort-De-France, Martinique • Basseterre, St. Kitts and Nevis • St. Thomas • San Juan, Puerto Rico

Average Starting Price

Jan 17, 2027 - Jan 24, 2027 (7 Nights)

San Juan, Puerto Rico • Tortola • St John's, Antigua • Fort-De-France, Martinique • Kingstown, Saint Vincent Island, Saint Vincent • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico

Average Starting Price

$571pp

Jim's Onboard Credit

FREE Specialty Dining Meal

Silver Shadow

Silversea

Dec 20, 2026 - Dec 27, 2026 (7 Nights)

San Juan, Puerto Rico • Great Harbor Jost Van Dyke, British Virgin Islands • Little Bay, Montserrat • Castries, St. Lucia • Fort-De-France, Martinique • Soper's Hole, Tortola • San Juan, Puerto Rico

Average Starting Price

Dec 16, 2028 - Dec 28, 2028 (12 Nights)

Miami • St. Thomas • Gustavia, St. Barts • St John's, Antigua • Fort-De-France, Martinique • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Nassau • Miami

Average Starting Price

$5,499pp

Jim's Onboard Credit

26% OFF

Seven Seas Grandeur

Regent Seven Seas Cruises

Dec 27, 2028 - Jan 8, 2029 (12 Nights)

Miami • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Scarborough (Tobago), Trinidad and Tobago • Kingstown, Saint Vincent Island, Saint Vincent • Fort-De-France, Martinique • Roseau, Dominica • Castries, St. Lucia • Bridgetown, Barbados

Average Starting Price

$8,549pp

Jim's Onboard Credit

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