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Cruise Dates

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October 2026

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Volendam

Holland America Line

Dec 23, 2027 - Jan 4, 2028 (12 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • Philipsburg, St. Maarten • Fort-De-France, Martinique • Bridgetown, Barbados • Scarborough (Tobago), Trinidad and Tobago • Castries, St. Lucia • St. Kitts • Fort Lauderdale

Average Starting Price

$3,234pp

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!

Silver Dawn

Silversea

Dec 11, 2027 - Dec 21, 2027 (10 Nights)

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

Average Starting Price

$4,800pp

Jim's Onboard Credit

21% OFF

Seven Seas Mariner

Regent Seven Seas Cruises

Mar 26, 2027 - Apr 10, 2027 (15 Nights)

Miami • Tortola • Gustavia, St. Barts • Fort-De-France, Martinique • Kingstown, Saint Vincent Island, Saint Vincent • Bridgetown, Barbados • Grenada • Willemstad, Curacao • Kralendijk, Bonaire • Puerto Plata, Dominican Republic • Miami

Average Starting Price

$14,209pp

Jim's Onboard Credit

Adventure of the Seas

Royal Caribbean

Jan 26, 2028 - Feb 4, 2028 (9 Nights)

Port Canaveral (Orlando), Florida • Basseterre, St. Kitts and Nevis • Fort-De-France, Martinique • St John's, Antigua • Perfect Day Cococay • Port Canaveral (Orlando), Florida

Average Starting Price

Jan 23, 2028 - Jan 30, 2028 (7 Nights)

San Juan, Puerto Rico • Kingstown, Saint Vincent Island, Saint Vincent • Grenada • Fort-De-France, Martinique • St John's, Antigua • St. Thomas • San Juan, Puerto Rico

Average Starting Price

Dec 26, 2027 - Jan 2, 2028 (7 Nights)

San Juan, Puerto Rico • Philipsburg, St. Maarten • Bridgetown, Barbados • Fort-De-France, Martinique • St John's, Antigua • St. Thomas • San Juan, Puerto Rico

Average Starting Price

$1,673pp

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!

Sirena

Oceania Cruises

Dec 22, 2027 - Jan 5, 2028 (14 Nights)

Miami • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Kingstown, Saint Vincent Island, Saint Vincent • Castries, St. Lucia • Fort-De-France, Martinique • Roseau, Dominica • Tortola • Miami

Average Starting Price

Jan 6, 2028 - Feb 3, 2028 (28 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • Philipsburg, St. Maarten • Fort-De-France, Martinique • Scarborough (Tobago), Trinidad and Tobago • Barra Norte Sea, Brazil • Crossing the Amazon River Bar, Brazil • Barra Norte River, Brazil • Cruising the Amazon River • Macapa, , Brazil • Cruising the Amazon River • Crossing the Equator • Santarem, Brazil • Boca da Valeria (Amazon River), Brazil • Manaus, Brazil • Manaus, Brazil • Parintins, Brazil • Alter Do Chao, Brazil • Crossing the Equator • Cruising the Amazon River • Barra Norte River, Brazil • Crossing the Amazon River Bar, Brazil • Barra Norte Sea, Brazil • Crossing the Equator • Devil's Island, France • Bridgetown, Barbados • Roseau, Dominica • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico • Fort Lauderdale

Average Starting Price

$8,384pp

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!

Sonata

Oceania Cruises

Jan 22, 2028 - Feb 2, 2028 (11 Nights)

Miami • Philipsburg, St. Maarten • Fort-De-France, Martinique • Castries, St. Lucia • Grenada • Oranjestad, Aruba • Miami

Average Starting Price

Dec 4, 2027 - Dec 18, 2027 (14 Nights)

Miami • St. John • Saint Barthelemy, Gustavia • St. Kitts • Fort-De-France, Martinique • Roseau, Dominica • Little Bay, Montserrat • St John's, Antigua • Road Bay, Anguilla • Great Harbor Jost Van Dyke, British Virgin Islands • Miami

Average Starting Price

9% OFF

Dec 22, 2027 - Jan 8, 2028 (17 Nights)

Fort Lauderdale • Grand Turk • Pointe-à-Pitre, Guadeloupe • Fort-De-France, Martinique • St. Kitts • San Juan, Puerto Rico • Marigot Bay, St. Martin, French West Indies • St. Kitts • Great Harbor Jost Van Dyke, British Virgin Islands • Cap Cana (Punta Cana), Dominican Republic • Montego Bay, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale

Average Starting Price

$8,850pp

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!

Celebrity Ascent

Celebrity Cruises

Jan 14, 2028 - Jan 24, 2028 (10 Nights)

Fort Lauderdale • Philipsburg, St. Maarten • Fort-De-France, Martinique • Castries, St. Lucia • St John's, Antigua • Basseterre, St. Kitts and Nevis • Fort Lauderdale

Average Starting Price

$1,687pp

Jim's Onboard Credit

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