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Allura
Oceania Cruises
Jan 27, 2027 - Feb 5, 2027 (9 Nights)
Miami • St. Thomas • Philipsburg, St. Maarten • Basseterre, St. Kitts and Nevis • Tortola • Miami
Average Starting Price
$5,799pp
Jim's Onboard Credit
EXPLORA III
Explora Journeys
Jan 21, 2027 - Feb 5, 2027 (15 Nights)
Miami • St. Thomas • Road Bay, Anguilla • St. Pierre • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • San Juan, Puerto Rico • Tortola • St John's, Antigua • Providenciales, Turks and Caicos Islands • Key West, Florida • Miami
Average Starting Price
$9,880pp
Jim's Onboard Credit
EXPLORA I
Explora Journeys
Dec 27, 2026 - Jan 11, 2027 (15 Nights)
Miami • Puerto Plata, Dominican Republic • Catalina Island, Dominican Republic • St. John • New Year Fireworks SJU • New Year Fireworks SJU • Great Harbor Jost Van Dyke, British Virgin Islands • Basseterre, St. Kitts and Nevis • St. Thomas • San Juan, Puerto Rico • Philipsburg, St. Maarten • St John's, Antigua • Little Bay, Montserrat • Tortola • Miami
Average Starting Price
$14,070pp
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!

Norwegian Escape
Norwegian Cruise Line
Mar 12, 2027 - Mar 19, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$719pp
Jim's Onboard Credit
49% OFF
MSC Opera
MSC Cruises
Apr 29, 2027 - May 13, 2027 (14 Nights)
Bridgetown, Barbados • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Tortola • 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 • Catalina Island, Dominican Republic • Bridgetown, Barbados
Average Starting Price
$1,908pp
Jim's Onboard Credit
Grandeur of the Seas
Royal Caribbean
Sep 11, 2027 - Sep 18, 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
$609pp
Jim's Onboard Credit
Norwegian Dawn
Norwegian Cruise Line
Jan 28, 2028 - Feb 7, 2028 (10 Nights)
Jacksonville • Grand Bahama Island • Great Stirrup Cay • Samana, Dominican Republic • Puerto Plata, Dominican Republic • Tortola • San Juan, Puerto Rico • Jacksonville
Average Starting Price
$979pp
Jim's Onboard Credit
20% OFF
Seven Seas Prestige
Regent Seven Seas Cruises
Mar 5, 2027 - Mar 17, 2027 (12 Nights)
Miami • St. Thomas • Basseterre, St. Kitts and Nevis • Roseau, Dominica • Castries, St. Lucia • Bridgetown, Barbados • Pointe-à-Pitre, Guadeloupe • Tortola • Miami
Average Starting Price
$12,149pp
Jim's Onboard Credit
Norwegian Aqua
Norwegian Cruise Line
May 16, 2027 - May 23, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$1,129pp
Jim's Onboard Credit
21% OFF
Seven Seas Mariner
Regent Seven Seas Cruises
Dec 21, 2026 - Jan 4, 2027 (14 Nights)
Tampa • George Town, Cayman Islands • Ocho Rios, Jamaica • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Gustavia, St. Barts • Philipsburg, St. Maarten • Tortola • Miami
Average Starting Price
$12,399pp
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!

Norwegian Prima
Norwegian Cruise Line
Mar 28, 2027 - Apr 4, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • St. Thomas • St. Lucia • Oranjestad, Aruba • San Juan, Puerto Rico
Average Starting Price
$1,059pp
Jim's Onboard Credit
Azamara Quest
Azamara
Dec 5, 2027 - Dec 19, 2027 (14 Nights)
San Juan, Puerto Rico • Virgin Gorda, British Virgin Islands • St John's, Antigua • St. Pierre • Port Elizabeth (Bequia), Saint Vincent and the Grenadines • Grenada • Scarborough (Tobago), Trinidad and Tobago • Bridgetown, Barbados • Castries, St. Lucia • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Charlestown, Nevis • Philipsburg, St. Maarten • Tortola • San Juan, Puerto Rico
Average Starting Price
$3,529pp
Jim's Onboard Credit
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