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Cruise Dates

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October 2026

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Vision of the Seas

Royal Caribbean

Nov 7, 2027 - Nov 14, 2027 (7 Nights)

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

Average Starting Price

Nov 14, 2027 - Nov 21, 2027 (7 Nights)

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

Average Starting Price

Apr 6, 2027 - Apr 16, 2027 (10 Nights)

Fort Lauderdale • Celebration Key • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Philipsburg, St. Maarten • St John's, Antigua • St. Kitts • Fort Lauderdale

Average Starting Price

Nov 27, 2027 - Dec 4, 2027 (7 Nights)

San Juan, Puerto Rico • St. Thomas • St. Croix • Philipsburg, St. Maarten • Castries, St. Lucia • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico

Average Starting Price

37% OFF

Dec 17, 2027 - Dec 26, 2027 (9 Nights)

Port Canaveral (Orlando), Florida • Fun Day at Sea • Fun Day at Sea • Philipsburg, St. Maarten • St. Kitts • St John's, Antigua • St. Thomas • Fun Day at Sea • Fun Day at Sea • Port Canaveral (Orlando), Florida

Average Starting Price

Nov 21, 2027 - Dec 5, 2027 (14 Nights)

San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • Dominica • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico • Tortola • St. Kitts • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico

Average Starting Price

Dec 26, 2027 - Jan 3, 2028 (8 Nights)

San Juan, Puerto Rico • St. John • St John's, Antigua • Fort-De-France, Martinique • St. Kitts • Great Harbor Jost Van Dyke, British Virgin Islands • Miami

Average Starting Price

$5,500pp

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!

Valiant Lady

Virgin Voyages

Apr 3, 2027 - Apr 10, 2027 (7 Nights)

San Juan, Puerto Rico • Oranjestad, Aruba • Willemstad, Curacao • Fort-De-France, Martinique • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico

Average Starting Price

Nov 28, 2027 - Dec 5, 2027 (7 Nights)

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

Average Starting Price

71% OFF

Mar 27, 2027 - Apr 4, 2027 (8 Nights)

Miami • Philipsburg, St. Maarten • St. Kitts • St. Thomas • Amber Cove, Dominican Republic • Miami

Average Starting Price

$746pp

Jim's Onboard Credit

Independence of the Seas

Royal Caribbean

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

Miami • St John's, Antigua • Bridgetown, Barbados • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • Miami

Average Starting Price

$986pp

Jim's Onboard Credit

Norwegian Epic

Norwegian Cruise Line

Dec 10, 2027 - Dec 20, 2027 (10 Nights)

Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Tortola • St. Kitts • Philipsburg, St. Maarten • St. Thomas • Great Stirrup Cay • Port Canaveral (Orlando), Florida

Average Starting Price

$1,089pp

Jim's Onboard Credit

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