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November 2026

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Viking Sea

Viking

Jan 29, 2029 - Feb 8, 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

Dec 6, 2026 - Dec 20, 2026 (14 Nights)

San Juan, Puerto Rico • Grenada • Bequia Island, Saint Vincent • Mayreau Island, Saint Vincent and the Grenadines • Deshaies, Guadeloupe • Marigot Bay, St. Martin, French West Indies • San Juan, Puerto Rico • St. John • Gustavia, St. Barts • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • Great Harbor Jost Van Dyke, British Virgin Islands • Virgin Gorda, British Virgin Islands • San Juan, Puerto Rico

Average Starting Price

Mar 19, 2028 - Apr 2, 2028 (14 Nights)

Miami • Relaxaway Half Moon Cay • San Juan, Puerto Rico • Philipsburg, St. Maarten • Miami • Belize City • Roatan, Honduras • Cozumel • Celebration Key • Miami

Average Starting Price

$1,583pp

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!

Vision of the Seas

Royal Caribbean

Apr 9, 2028 - Apr 16, 2028 (7 Nights)

San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • Willemstad, Curacao • Oranjestad, Aruba • San Juan, Puerto Rico

Average Starting Price

Dec 12, 2026 - Dec 19, 2026 (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 3, 2028 - Dec 10, 2028 (7 Nights)

Fort Lauderdale • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Kitts • Fort Lauderdale

Average Starting Price

Dec 22, 2028 - Jan 2, 2029 (11 Nights)

Bridgetown, Barbados • Willemstad, Curacao • Oranjestad, Aruba • Kralendijk, Bonaire • San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • Martinique • Bridgetown, Barbados

Average Starting Price

$1,870pp

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!

Star Princess

Princess Cruises

Feb 17, 2029 - Mar 3, 2029 (14 Nights)

Fort Lauderdale • Celebration Key • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Grand Turk • Fort Lauderdale • Belize City • Roatan, Honduras • Cozumel • Celebration Key • Fort Lauderdale

Average Starting Price

$2,164pp

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!

Sun Princess

Princess Cruises

Dec 13, 2026 - Dec 27, 2026 (14 Nights)

Fort Lauderdale • Celebration Key • Cozumel • Roatan, Honduras • Fort Lauderdale • San Juan, Puerto Rico • Grand Turk • Celebration Key • Fort Lauderdale

Average Starting Price

$1,698pp

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!

Norwegian Prima

Norwegian Cruise Line

Jan 17, 2027 - Jan 24, 2027 (7 Nights)

San Juan, Puerto Rico • Kralendijk, Bonaire • Philipsburg, St. Maarten • St. Thomas • Tortola • San Juan, Puerto Rico

Average Starting Price

Dec 13, 2026 - Dec 20, 2026 (7 Nights)

San Juan, Puerto Rico • Road Bay, Anguilla • St John's, Antigua • Basseterre, St. Kitts and Nevis • Grand Turk • Miami

Average Starting Price

$4,160pp

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!

Emerald Princess

Princess Cruises

Mar 5, 2028 - Mar 12, 2028 (7 Nights)

San Juan, Puerto Rico • Tortola • St. Kitts • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico

Average Starting Price

$954pp

Jim's Onboard Credit

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