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October 2026

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Celebrity Eclipse

Celebrity Cruises

Dec 12, 2026 - Dec 22, 2026 (10 Nights)

Fort Lauderdale • Tortola • St John's, Antigua • Bridgetown, Barbados • Castries, St. Lucia • Basseterre, St. Kitts and Nevis • Fort Lauderdale

Average Starting Price

Jan 25, 2027 - Feb 5, 2027 (11 Nights)

Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Castries, St. Lucia • Bridgetown, Barbados • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Fort Lauderdale

Average Starting Price

Nov 21, 2026 - Dec 12, 2026 (21 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • Falmouth, Jamaica • Mahogany Bay, Honduras • Belize City • Costa Maya • Cozumel • Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Castries, St. Lucia • St. Kitts • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale

Average Starting Price

$3,184pp

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!

50% OFF

MSC Opera

MSC Cruises

Jul 12, 2027 - Jul 19, 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

Apr 15, 2028 - Apr 22, 2028 (7 Nights)

San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • St John's, Antigua • Philipsburg, St. Maarten • San Juan, Puerto Rico

Average Starting Price

Jan 30, 2028 - Feb 6, 2028 (7 Nights)

San Juan, Puerto Rico • Bridgetown, Barbados • Grenada • Kingstown, Saint Vincent Island, Saint Vincent • St John's, Antigua • St. Thomas • San Juan, Puerto Rico

Average Starting Price

Jan 5, 2027 - Jan 13, 2027 (8 Nights)

Miami • St. John • Gustavia, St. Barts • St John's, Antigua • Tortola • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico

Average Starting Price

May 17, 2028 - Jul 1, 2028 (45 Nights)

Leith, Scotland • Invergordon, Scotland • Kirkwall, Orkney Islands, Scotland • Fair Isle, Orkney Islands • Mousa, Shetland Islands • Noss, Scotland • Lerwick (Shetland Islands), Scotland • Lerwick (Shetland Islands), Scotland • Tvoroyri, Faroe Islands • Faroe Islands (Torshavn), Denmark • Faroe Islands (Torshavn), Denmark • Faroe Islands (Torshavn), Denmark • Klaksvik, Faroe Islands • Seydisfjordur, Iceland • Siglufjordur, Iceland • Patreksfjordur, Iceland • Dynjandi, Iceland • Grundarfjordur, Iceland • Reykjavik, Iceland • Exploring The Outer Islands of Heimaey • Heimaey (Vestmannaeyjar), Iceland • Kangikitsok, Greenland • Prince Christian Sound, Greenland • Qaqortoq (Julianehåb), Greenland • Hvalsey, Greenland • Brattahlid (Qassiarsuk), Greenland • Nain, Canada • Nachvak Fiord, Torngat Mts, Canada • Saglek Fjord, Labrador, Canada • Hopedale, Labrador • Indian Harbour, Newfoundland • L'Anse aux Meadows, Newfoundland • 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

Dec 30, 2028 - Jan 9, 2029 (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

$4,499pp

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!

Emerald Princess

Princess Cruises

Feb 20, 2028 - Mar 5, 2028 (14 Nights)

San Juan, Puerto Rico • Tortola • St. Kitts • Martinique • 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

Dec 18, 2027 - Jan 8, 2028 (21 Nights)

Bridgetown, Barbados • Grenada • Bequia Island, Saint Vincent • St. Pierre • Terre de Haut, Guadeloupe • St John's, Antigua • St. Kitts • Great Harbor Jost Van Dyke, British Virgin Islands • Road Bay, Anguilla • Philipsburg, St. Maarten • Soper's Hole, Tortola • Road Bay, Anguilla • Falmouth (English Harbour), Antigua & Barbuda • St. Kitts • Terre de Haut, Guadeloupe • Kralendijk, Bonaire • Willemstad, Curacao • Rodney Bay, Saint Lucia • Bridgetown, Barbados

Average Starting Price

49% OFF

Nov 19, 2027 - Nov 30, 2027 (11 Nights)

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 • Pointe-à-Pitre, Guadeloupe • Castries, St. Lucia • Bridgetown, Barbados

Average Starting Price

$1,569pp

Jim's Onboard Credit

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