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Silver Ray
Silversea
Feb 4, 2029 - Feb 15, 2029 (11 Nights)
Miami • St. John • Road Bay, Anguilla • St John's, Antigua • Gustavia, St. Barts • Virgin Gorda, British Virgin Islands • Key West, Florida • Miami
Average Starting Price
$6,300pp
Jim's Onboard Credit
Celebrity Eclipse
Celebrity Cruises
Jan 8, 2027 - Jan 17, 2027 (9 Nights)
Fort Lauderdale • St John's, Antigua • Roseau, Dominica • Fort-De-France, Martinique • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$1,513pp
Jim's Onboard Credit
Rotterdam
Holland America Line
Dec 22, 2026 - Jan 12, 2027 (21 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 • Relaxaway Half Moon Cay • Falmouth, Jamaica • George Town, Cayman Islands • Belize City • Cozumel • Key West, Florida • Fort Lauderdale
Average Starting Price
$3,689pp
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!

EXPLORA III
Explora Journeys
Jan 29, 2027 - Feb 5, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • St John's, Antigua • Providenciales, Turks and Caicos Islands • Key West, Florida • Miami
Average Starting Price
$6,400pp
Jim's Onboard Credit
Viking Sea
Viking
Jan 25, 2027 - Feb 4, 2027 (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
$6,799pp
Jim's Onboard Credit
Vision of the Seas
Royal Caribbean
Jan 16, 2028 - Jan 23, 2028 (7 Nights)
San Juan, Puerto Rico • Bridgetown, Barbados • Grenada • Castries, St. Lucia • St John's, Antigua • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$762pp
Jim's Onboard Credit
53% OFF
MSC Opera
MSC Cruises
Jul 26, 2027 - Aug 2, 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
$799pp
Jim's Onboard Credit
Seabourn Venture
Seabourn
Jun 15, 2028 - Jul 1, 2028 (16 Nights)
St John's, Newfoundland • Red Bay, Canada • Battle Harbour, Labrador • Indian Harbour, Newfoundland • Nain, Canada • Saglek Fjord, Labrador, Canada • Eclipse Channel, Labrador, Canada • Resolution Island, Nunavut, Canada • Lower Savage Islands, Canada • Monumental Island (Nunavut), Canada • Lady Franklin Island, Canada • Isabella Bay (Ninginganiq), Nunavut, Canada • Qikiqtarjuaq (Nunavut), Canada • Sisimiut (Holsteinsborg), Greenland • Kangerlussuaq, Greenland
Average Starting Price
$17,368pp
Jim's Onboard Credit
Emerald Princess
Princess Cruises
Jan 23, 2028 - Feb 6, 2028 (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
$1,338pp
Jim's Onboard Credit
Seabourn Ovation
Seabourn
Nov 27, 2027 - Dec 4, 2027 (7 Nights)
Bridgetown, Barbados • Castries, St. Lucia • Little Bay, Montserrat • St John's, Antigua • St. Kitts • Great Harbor Jost Van Dyke, British Virgin Islands • Philipsburg, St. Maarten
Average Starting Price
$4,768pp
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
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
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