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Cruise Dates

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October 2026

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9% OFF

Crystal Grace

Crystal Cruises

Jan 3, 2029 - Jan 11, 2029 (8 Nights)

Fort Lauderdale • Grand Turk • Samana, Dominican Republic • Great Harbor Jost Van Dyke, British Virgin Islands • St John's, Antigua • St. Kitts • Gustavia, St. Barts • San Juan, Puerto Rico

Average Starting Price

$4,900pp

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!

Rotterdam

Holland America Line

Feb 2, 2027 - Feb 23, 2027 (21 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 • Key West, Florida • George Town, Cayman Islands • Ocho Rios, Jamaica • Mahogany Bay, Honduras • Belize City • Cozumel • Fort Lauderdale

Average Starting Price

$4,249pp

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!

Eurodam

Holland America Line

Feb 12, 2028 - Feb 23, 2028 (11 Nights)

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

Average Starting Price

$2,854pp

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!

Viking Sky

Viking

Jan 28, 2028 - Feb 7, 2028 (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

Nov 18, 2026 - Nov 30, 2026 (12 Nights)

Miami • San Juan, Puerto Rico • St. John • Gustavia, St. Barts • St John's, Antigua • Little Bay, Montserrat • St. Kitts • Great Harbor Jost Van Dyke, British Virgin Islands • Miami

Average Starting Price

Nov 7, 2026 - Nov 14, 2026 (7 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

Average Starting Price

Feb 19, 2027 - Mar 7, 2027 (16 Nights)

Miami • Puerto Plata, Dominican Republic • Cayo Levantado, Dominican Republic • San Juan, Puerto Rico • Virgin Gorda, British Virgin Islands • Road Bay, Anguilla • Miami • St. John • St John's, Antigua • Terre de Haut, Guadeloupe • St. Thomas • San Juan, Puerto Rico

Average Starting Price

Jan 27, 2028 - Feb 6, 2028 (10 Nights)

Average Starting Price

Jan 11, 2029 - Jan 21, 2029 (10 Nights)

Miami • St. John • St John's, Antigua • Gustavia, St. Barts • San Juan del sur, Nicaragua • Samana, Dominican Republic • Miami

Average Starting Price

46% OFF

Jan 16, 2027 - Jan 24, 2027 (8 Nights)

Miami • Philipsburg, St. Maarten • St John's, Antigua • St. Thomas • Puerto Plata, Dominican Republic • Miami

Average Starting Price

Feb 15, 2029 - Feb 25, 2029 (10 Nights)

Miami • Grand Turk • Road Bay, Anguilla • Gustavia, St. Barts • St John's, Antigua • St. John • Miami

Average Starting Price

$5,700pp

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!

Silver Dawn

Silversea

Mar 3, 2028 - Mar 14, 2028 (11 Nights)

Miami • San Juan, Puerto Rico • Soper's Hole, Tortola • Gustavia, St. Barts • St John's, Antigua • St. Kitts • Great Harbor Jost Van Dyke, British Virgin Islands • Miami

Average Starting Price

$4,900pp

Jim's Onboard Credit

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