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October 2026

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Odyssey of the Seas

Royal Caribbean

Jan 24, 2028 - Feb 5, 2028 (12 Nights)

Cape Liberty • Basseterre, St. Kitts and Nevis • St John's, Antigua • Bridgetown, Barbados • Castries, St. Lucia • Philipsburg, St. Maarten • Cape Liberty

Average Starting Price

Nov 18, 2026 - Nov 27, 2026 (9 Nights)

Port Canaveral (Orlando), Florida • St John's, Antigua • Bridgetown, Barbados • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Port Canaveral (Orlando), Florida

Average Starting Price

Dec 11, 2027 - Dec 22, 2027 (11 Nights)

Fort Lauderdale • Philipsburg, St. Maarten • St. Kitts • Fort-De-France, Martinique • Roseau, Dominica • St John's, Antigua • San Juan, Puerto Rico • Relaxaway Half Moon Cay • Fort Lauderdale

Average Starting Price

$2,739pp

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 Dawn

Silversea

Dec 11, 2027 - Dec 21, 2027 (10 Nights)

San Juan, Puerto Rico • Great Harbor Jost Van Dyke, British Virgin Islands • St. Kitts • Gustavia, St. Barts • Fort-De-France, Martinique • Grenada • Bequia Island, Saint Vincent • Castries, St. Lucia • St John's, Antigua • St. John • San Juan, Puerto Rico

Average Starting Price

Dec 3, 2027 - Dec 13, 2027 (10 Nights)

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

Average Starting Price

Nov 21, 2027 - Dec 22, 2027 (31 Nights)

Miami • Cozumel • Santo Tomas de Castilla, Guatemala • Harvest Caye, Belize • Costa Maya • Miami • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Grenada • Castries, St. Lucia • Pointe-à-Pitre, Guadeloupe • Philipsburg, St. Maarten • Miami • Nassau • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Basseterre, St. Kitts and Nevis • St. Thomas • St John's, Antigua • Gustavia, St. Barts • Tortola • Miami

Average Starting Price

Mar 6, 2027 - Mar 27, 2027 (21 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • Falmouth, Jamaica • George Town, Cayman Islands • Mahogany Bay, Honduras • Belize City • Cozumel • 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

$3,949pp

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!

Grandeur of the Seas

Royal Caribbean

Aug 28, 2027 - Sep 4, 2027 (7 Nights)

San Juan, Puerto Rico • Tortola • Philipsburg, St. Maarten • St John's, Antigua • Basseterre, St. Kitts and Nevis • St. Croix • San Juan, Puerto Rico

Average Starting Price

Dec 7, 2027 - Dec 17, 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

Mar 1, 2027 - Mar 8, 2027 (7 Nights)

San Juan, Puerto Rico • St John's, Antigua • Road Bay, Anguilla • Virgin Gorda, British Virgin Islands • Grand Turk • Miami

Average Starting Price

$4,550pp

Jim's Onboard Credit

Luke's Port Pick
Grand Turk has it all - stunning ship views, a pool, great snorkeling, and crystal-clear water! This port will always be my favorite!

Viking Sky

Viking

Dec 9, 2027 - Dec 19, 2027 (10 Nights)

Average Starting Price

Mar 12, 2027 - Mar 21, 2027 (9 Nights)

Fort Lauderdale • St John's, Antigua • St. Thomas • Tortola • San Juan, Puerto Rico • Relaxaway Half Moon Cay • Fort Lauderdale

Average Starting Price

$1,834pp

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!

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