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Port: St John's, Antigua×
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49% OFF
MSC World Asia
MSC Cruises
Mar 21, 2028 - Apr 4, 2028 (14 Nights)
Bridgetown, Barbados • Kingstown, Saint Vincent Island, Saint Vincent • Grenada • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Philipsburg, St. Maarten • St John's, Antigua • St. Kitts • Roseau, Dominica • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Castries, St. Lucia • Bridgetown, Barbados
Average Starting Price
$2,149pp
Jim's Onboard Credit
Viking Sky
Viking
Nov 24, 2028 - Dec 4, 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
$3,799pp
Jim's Onboard Credit
Silver Shadow
Silversea
Feb 3, 2029 - Feb 10, 2029 (7 Nights)
San Juan del sur, Nicaragua • St. John • St John's, Antigua • Road Bay, Anguilla • St. Kitts • Gustavia, St. Barts • Great Harbor Jost Van Dyke, British Virgin Islands • San Juan del sur, Nicaragua
Average Starting Price
$3,900pp
Jim's Onboard Credit
Rhapsody of the Seas
Royal Caribbean
Mar 25, 2028 - Apr 1, 2028 (7 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • Basseterre, St. Kitts and Nevis • St. Croix • San Juan, Puerto Rico
Average Starting Price
$900pp
Jim's Onboard Credit
Wind Surf
Windstar Cruises
Jan 16, 2028 - Jan 23, 2028 (7 Nights)
Philipsburg, St. Maarten • St John's, Antigua • Road Bay, Anguilla • Soper's Hole, Tortola • Great Harbor Jost Van Dyke, British Virgin Islands • Great Harbor Jost Van Dyke, British Virgin Islands • Virgin Gorda, British Virgin Islands • Gustavia, St. Barts • Philipsburg, St. Maarten
Average Starting Price
$2,623pp
Jim's Onboard Credit
Silver Spirit
Silversea
Feb 28, 2027 - Mar 7, 2027 (7 Nights)
Bridgetown, Barbados • Castries, St. Lucia • Gustavia, St. Barts • Road Bay, Anguilla • St John's, Antigua • Roseau, Dominica • Canouan, Saint Vincent and the Grenadines • Bridgetown, Barbados
Average Starting Price
$4,300pp
Jim's Onboard Credit
30% OFF
Seven Seas Grandeur
Regent Seven Seas Cruises
Jan 8, 2029 - Jan 18, 2029 (10 Nights)
Bridgetown, Barbados • Kingstown, Saint Vincent Island, Saint Vincent • Grenada • 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
$6,999pp
Jim's Onboard Credit
Enchanted Princess
Princess Cruises
Dec 23, 2028 - Jan 2, 2029 (10 Nights)
Fort Lauderdale • St. Thomas • St. Kitts • St. Lucia • St John's, Antigua • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$1,650pp
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!

Crown Princess
Princess Cruises
Jan 3, 2027 - Jan 17, 2027 (14 Nights)
San Juan, Puerto Rico • St. Thomas • St. Kitts • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$1,606pp
Jim's Onboard Credit
Rotterdam
Holland America Line
Dec 22, 2026 - Jan 2, 2027 (11 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • St. Kitts • Roseau, Dominica • Castries, St. Lucia • St John's, Antigua • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$2,369pp
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
May 27, 2027 - Jun 10, 2027 (14 Nights)
Bridgetown, Barbados • 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 • St John's, Antigua • La Romana, Dominican Republic • Catalina Island, Dominican Republic • Bridgetown, Barbados
Average Starting Price
$1,998pp
Jim's Onboard Credit
Celebrity Ascent
Celebrity Cruises
Jan 15, 2027 - Jan 25, 2027 (10 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • Castries, St. Lucia • Grenada • Bridgetown, Barbados • St John's, Antigua • Fort Lauderdale
Average Starting Price
$2,639pp
Jim's Onboard Credit
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