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14 Night cruises/2 week Specials

We've gathered all of the 14 Night cruises/2 week specials ordered by sail date. Click on a special and select a sail date to get a single cruise quote from the cruise agency that posted that particular special. To search through all cruise itineraries (not just 14 Night cruises/2 weeks) to receive multiple custom cruise options to compare, please visit our Cruise Search page.

All Cruise Specials


If you need help choosing a cruise, try our Virtual Cruise Advisor™ or Live Help.

Seabourn, Seabourn Ovation
Family
Seabourn Ovation14 Nights Yachtsman's Caribbean In Depth Cruise from $5488 pp
14 Night - Yachtsman's Caribbean in Depth - Starting in Philipsburg, Sint Maarten, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Trois Ilets, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados, Carambola Beach, Saint Kitts and Nevis, Terre-de-Haut, Iles des Saintes, Guadeloupe, Saint Pierre, Martinique, Roseau, Dominica, Rodney Bay, Saint Lucia, Bridgetown, Barbados
2026 Sails: Dec 5 Get a Quote
Holland America, Westerdam
Discount
Westerdam14 Nights Far East Discovery Holiday from $1796 pp
14 Night - Far East Discovery - Starting in Singapore, Nathon (Koh Samui), Thailand, Laem Chabang (Bangkok), Thailand, Sihanoukville, Cambodia, Phu My, Vietnam, Da Nang (Hue), Vietnam, Halong Bay, Vietnam, Hong Kong, China
2026 Sails: Dec 6 Get a Quote
Seabourn, Seabourn Quest
Discount
Seabourn Quest14 Nights Leeward Island Jewels Cruise from $5945 pp
14 Night - Leeward Island Jewels - Starting in Miami, Florida, San Juan, Puerto Rico, Spanish Town, Virgin Gorda, British Virgin Islands, Carambola Beach, Saint Kitts and Nevis, Roseau, Dominica, Fort-De-France, Martinique, Terre-de-Haut, Iles des Saintes, Guadeloupe, Little Bay, Montserrat, Road Bay, Anguilla, Great Harbour, Jost van Dyke, British Virgin Islands, Miami, Florida
2026 Sails: Dec 6 Get a Quote
Seabourn, Seabourn Quest
Family
Seabourn Quest14 Nights Leeward Island Jewels Cruise from $6071 pp
14 Night - Leeward Island Jewels - Starting in Miami, Florida, San Juan, Puerto Rico, Spanish Town, Virgin Gorda, British Virgin Islands, Carambola Beach, Saint Kitts and Nevis, Roseau, Dominica, Fort-De-France, Martinique, Terre-de-Haut, Iles des Saintes, Guadeloupe, Little Bay, Montserrat, Road Bay, Anguilla, Great Harbour, Jost van Dyke, British Virgin Islands, Miami, Florida
2026 Sails: Dec 6 Get a Quote
Holland America, Zuiderdam
Discount
Zuiderdam14 Nights Eastern & Western Caribbean Cruise from $953 pp
14 Night - Western & Eastern Caribbean : Mexico & Bahamas Holiday - Starting in Miami, Florida, RelaxAway, Half Moon Cay, Bahamas, Ocho Rios, Jamaica, Georgetown, Cayman Islands, Cozumel, Mexico, Miami, Florida, Amber Cove, Dominican Republic, Grand Turk, Turks and Caicos, RelaxAway, Half Moon Cay, Bahamas, Key West, Florida, Miami, Florida
2026 Sails: Dec 12 Get a Quote
Holland America, Eurodam
Discount
Eurodam14night Eastern/Western Caribbean Cruise San Juan Mexico Holiday from $1242
14 Night - Eastern / Western Caribbean : San Juan & Mexico Holiday - Starting in Fort Lauderdale, Florida, Grand Turk, Turks and Caicos, San Juan, Puerto Rico, St Thomas, US Virgin Islands, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida, RelaxAway, Half Moon Cay, Bahamas, Ocho Rios, Jamaica, Georgetown, Cayman Islands, Cozumel, Mexico, Fort Lauderdale, Florida
2026 Sails: Dec 19 Get a Quote
Holland America, Koningsdam
Discount
Koningsdam14 Mexican Riviera & Baja Peninsula Holiday Cruise $1454 pp
14 Night - Mexican Riviera & Baja Peninsula Holiday - Starting in San Diego, California, Cabo San Lucas, Mexico, Pichilingue (La Paz), Mexico, Mazatlan, Mexico, San Diego, California, Puerto Vallarta, Mexico, Mazatlan, Mexico, Cabo San Lucas, Mexico, San Diego, California
2026 Sails: Dec 19 Get a Quote
Holland America, Zuiderdam
Discount
Zuiderdam14 Nights Eastern Caribbean Cruise from $1231 pp plus OBC
14 Night - Eastern Caribbean : Bahamas & San Juan Holiday - Starting in Miami, Florida, Amber Cove, Dominican Republic, Grand Turk, Turks and Caicos, RelaxAway, Half Moon Cay, Bahamas, Key West, Florida, Miami, Florida, Grand Turk, Turks and Caicos, San Juan, Puerto Rico, St Thomas, US Virgin Islands, RelaxAway, Half Moon Cay, Bahamas, Miami, Florida
2026 Sails: Dec 19 Get a Quote
Seabourn, Seabourn Ovation
Discount
Seabourn Ovation14 Nights Exotic Caribbean In Depth Cruise from $6760 pp plus OBC
14 Night - Caribbean Yacht Explorer - Starting in Bridgetown, Barbados, Castries, Saint Lucia, Little Bay, Montserrat, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Great Harbour, Jost van Dyke, British Virgin Islands, Philipsburg, Sint Maarten, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Trois Ilets, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados
2026 Sails: Dec 19
2027 Sails: Jan 23, Feb 13, Feb 27, Mar 13, Nov 27
2028 Sails: Jan 15, Feb 12, Feb 26 Get a Quote
Seabourn, Seabourn Ovation
Family
Seabourn Ovation14 Nights Exotic Caribbean In Depth Cruise from $6912 pp
14 Night - Caribbean Yacht Explorer - Starting in Bridgetown, Barbados, Castries, Saint Lucia, Little Bay, Montserrat, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Great Harbour, Jost van Dyke, British Virgin Islands, Philipsburg, Sint Maarten, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Trois Ilets, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados
2026 Sails: Dec 19 Get a Quote

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14 Night cruises/2 week Specials