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Silver Nova
Silversea
Dec 21, 2026 - Dec 29, 2026 (8 Nights)
Bridgetown, Barbados • Soufrier Bay, St. Lucia • Bequia Island, Saint Vincent • Grenada • Fort-De-France, Martinique • St. Kitts • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$4,200pp
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!

44% OFF
MSC Opera
MSC Cruises
Apr 30, 2027 - May 7, 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
$1,937pp
Jim's Onboard Credit
MSC World Asia
MSC Cruises
Oct 31, 2027 - Nov 27, 2027 (27 Nights)
Genoa (Portofino), Italy • 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 • Pointe-à-Pitre, Guadeloupe • St John's, Antigua • Philipsburg, St. Maarten • St. Kitts • Roseau, Dominica • Fort-De-France, Martinique
Average Starting Price
$3,368pp
Jim's Onboard Credit
29% OFF
MSC World Europa
MSC Cruises
Mar 27, 2027 - Apr 3, 2027 (7 Nights)
Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Philipsburg, St. Maarten • St John's, Antigua • St. Kitts • Roseau, Dominica • Fort-De-France, Martinique
Average Starting Price
$1,049pp
Jim's Onboard Credit
Seabourn Ovation
Seabourn
Jan 27, 2029 - Feb 10, 2029 (14 Nights)
Philipsburg, St. Maarten • St. Kitts • Saint Barthelemy, Gustavia • Fort-De-France, Martinique • Terre de Haut, Guadeloupe • Grenada • Bridgetown, Barbados • Rodney Bay, Saint Lucia • Willemstad, Curacao • Oranjestad, Aruba • Kralendijk, Bonaire • Bridgetown, Barbados
Average Starting Price
$9,513pp
Jim's Onboard Credit
Eurodam
Holland America Line
Mar 4, 2028 - Mar 26, 2028 (22 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Mahogany Bay, Honduras • Belize City • Cozumel • Nassau • 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
$5,464pp
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 Spirit
Silversea
Jan 29, 2028 - Feb 5, 2028 (7 Nights)
Bridgetown, Barbados • Bequia Island, Saint Vincent • Fort-De-France, Martinique • Gustavia, St. Barts • Roseau, Dominica • Grenada • Castries, St. Lucia • Bridgetown, Barbados
Average Starting Price
$3,700pp
Jim's Onboard Credit
26% OFF
Seven Seas Grandeur
Regent Seven Seas Cruises
Jan 15, 2028 - Jan 25, 2028 (10 Nights)
Bridgetown, Barbados • Grenada • Kingstown, Saint Vincent Island, Saint Vincent • Castries, St. Lucia • Fort-De-France, Martinique • Gustavia, St. Barts • Basseterre, St. Kitts and Nevis • St John's, Antigua • Roseau, Dominica • Bridgetown, Barbados
Average Starting Price
$8,449pp
Jim's Onboard Credit
Silver Ray
Silversea
Feb 26, 2027 - Mar 10, 2027 (12 Nights)
Bridgetown, Barbados • Bequia Island, Saint Vincent • Grenada • Fort-De-France, Martinique • Deshaies, Guadeloupe • Soufrier Bay, St. Lucia • St. Kitts • Philipsburg, St. Maarten • Gustavia, St. Barts • Road Bay, Anguilla • Miami
Average Starting Price
$6,500pp
Jim's Onboard Credit
45% OFF
MSC Opera
MSC Cruises
Jul 30, 2027 - Aug 6, 2027 (7 Nights)
Fort-De-France, Martinique • St John's, Antigua • La Romana, Dominican Republic • Catalina Island, Dominican Republic • Bridgetown, Barbados • Fort-De-France, Martinique
Average Starting Price
$1,367pp
Jim's Onboard Credit
51% OFF
MSC World Asia
MSC Cruises
Nov 5, 2027 - Nov 20, 2027 (15 Nights)
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
$829pp
Jim's Onboard Credit
31% OFF
MSC World Europa
MSC Cruises
Apr 3, 2027 - Apr 10, 2027 (7 Nights)
Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Castries, St. Lucia • Bridgetown, Barbados • Grenada • Kingstown, Saint Vincent Island, Saint Vincent • Fort-De-France, Martinique
Average Starting Price
$949pp
Jim's Onboard Credit
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