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Cruise Dates

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October 2026

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Seabourn Quest

Seabourn

Nov 22, 2026 - Dec 6, 2026 (14 Nights)

Miami • San Juan, Puerto Rico • Road Bay, Anguilla • St. Kitts • Roseau, Dominica • Fort-De-France, Martinique • Little Bay, Montserrat • Terre de Haut, Guadeloupe • Virgin Gorda, British Virgin Islands • Great Harbor Jost Van Dyke, British Virgin Islands • Miami

Average Starting Price

Dec 16, 2028 - Jan 7, 2029 (22 Nights)

Miami • St. Thomas • Gustavia, St. Barts • St John's, Antigua • Fort-De-France, Martinique • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Nassau • Miami • Key West, Florida • George Town, Cayman Islands • Santo Tomas de Castilla, Guatemala • Harvest Caye, Belize • Cozumel • Miami

Average Starting Price

Jan 9, 2027 - Jan 16, 2027 (7 Nights)

San Juan, Puerto Rico • Oranjestad, Aruba • Willemstad, Curacao • Fort-De-France, Martinique • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico

Average Starting Price

Mar 25, 2028 - Apr 1, 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 2, 2028 - Jan 22, 2028 (20 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • Montego Bay, Jamaica • George Town, Cayman Islands • Mahogany Bay, Honduras • Belize City • Cozumel • Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Fort-De-France, Martinique • St. Kitts • San Juan, Puerto Rico • Relaxaway Half Moon Cay • Fort Lauderdale

Average Starting Price

$4,714pp

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!

49% OFF

MSC Opera

MSC Cruises

Oct 15, 2027 - Oct 22, 2027 (7 Nights)

Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Tortola • La Romana, Dominican Republic • Catalina Island, Dominican Republic • Virgin Gorda, British Virgin Islands • Philipsburg, St. Maarten • Fort-De-France, Martinique

Average Starting Price

Feb 2, 2027 - Feb 13, 2027 (11 Nights)

Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Fort-De-France, Martinique • St. Kitts • Tortola • Relaxaway Half Moon Cay • Fort Lauderdale

Average Starting Price

$2,419pp

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!

Crystal Symphony

Crystal Cruises

Dec 3, 2026 - Dec 13, 2026 (10 Nights)

Fort Lauderdale • Tortola • Gustavia, St. Barts • Pointe-à-Pitre, Guadeloupe • Kingstown, Saint Vincent Island, Saint Vincent • Castries, St. Lucia • Fort-De-France, Martinique • St. Kitts • San Juan, Puerto Rico • Great Harbor Jost Van Dyke, British Virgin Islands • St John's, Antigua • Marigot Bay, St. Martin, French West Indies • St. Thomas • Fort Lauderdale

Average Starting Price

Nov 7, 2026 - Nov 14, 2026 (7 Nights)

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

Average Starting Price

50% OFF

May 31, 2027 - Jun 7, 2027 (7 Nights)

La Romana, Dominican Republic • Catalina Island, Dominican Republic • Virgin Gorda, British Virgin Islands • Philipsburg, St. Maarten • Fort-De-France, Martinique • St John's, Antigua • La Romana, Dominican Republic

Average Starting Price

Dec 22, 2027 - Jan 2, 2028 (11 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • Philipsburg, St. Maarten • Roseau, Dominica • Fort-De-France, Martinique • St. Kitts • St. Thomas • Fort Lauderdale

Average Starting Price

$3,034pp

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!

50% OFF

MSC World Asia

MSC Cruises

Nov 1, 2027 - Nov 20, 2027 (19 Nights)

Naples, Italy • Messina (Taormina), Italy • Valletta, Malta • Barcelona, Spain • Palma de Mallorca, Spain • Alicante, Spain • Malaga, Spain • Las Palmas (Gran Canaria), Spain • St John's, Antigua • Kingstown, Saint Vincent Island, Saint Vincent • Bridgetown, Barbados • Fort-De-France, Martinique

Average Starting Price

$1,069pp

Jim's Onboard Credit

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