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Norwegian Bliss
Norwegian Cruise Line
Jan 15, 2028 - Jan 26, 2028 (11 Nights)
Manhattan • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Kitts • Tortola • St. Thomas • Manhattan
Average Starting Price
$1,279pp
Jim's Onboard Credit
EXPLORA I
Explora Journeys
Dec 20, 2026 - Jan 4, 2027 (15 Nights)
San Juan, Puerto Rico • Basseterre, St. Kitts and Nevis • Tortola • Gustavia, St. Barts • Gustavia, St. Barts • Road Bay, Anguilla • 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
Average Starting Price
$12,365pp
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 5, 2027 - Mar 12, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$599pp
Jim's Onboard Credit
49% OFF
MSC Opera
MSC Cruises
Oct 15, 2027 - Oct 22, 2027 (7 Nights)
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
Average Starting Price
$739pp
Jim's Onboard Credit
EXPLORA III
Explora Journeys
Jan 5, 2027 - Jan 21, 2027 (16 Nights)
Miami • St. John • Gustavia, St. Barts • St John's, Antigua • Tortola • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico • Philipsburg, St. Maarten • Terre de Haut, Guadeloupe • Grenada • Castries, St. Lucia • Puerto Plata, Dominican Republic • Miami
Average Starting Price
$12,960pp
Jim's Onboard Credit
Grandeur of the Seas
Royal Caribbean
Jul 17, 2027 - Jul 24, 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
$868pp
Jim's Onboard Credit
Norwegian Aqua
Norwegian Cruise Line
May 30, 2027 - Jun 6, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$1,379pp
Jim's Onboard Credit
27% OFF
Seven Seas Prestige
Regent Seven Seas Cruises
Jan 17, 2028 - Jan 27, 2028 (10 Nights)
Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Philipsburg, St. Maarten • Gustavia, St. Barts • St John's, Antigua • Tortola • Miami
Average Starting Price
$8,149pp
Jim's Onboard Credit
Allura
Oceania Cruises
Jan 7, 2027 - Jan 20, 2027 (13 Nights)
Miami • George Town, Cayman Islands • Falmouth, Jamaica • Oranjestad, Aruba • Willemstad, Curacao • Castries, St. Lucia • Pointe-à-Pitre, Guadeloupe • Tortola • Miami
Average Starting Price
$6,599pp
Jim's Onboard Credit
Norwegian Dawn
Norwegian Cruise Line
Feb 7, 2028 - Feb 17, 2028 (10 Nights)
Jacksonville • Grand Bahama Island • Great Stirrup Cay • Puerto Plata, Dominican Republic • Samana, Dominican Republic • Tortola • San Juan, Puerto Rico • Jacksonville
Average Starting Price
$1,059pp
Jim's Onboard Credit
29% OFF
Seven Seas Mariner
Regent Seven Seas Cruises
Nov 17, 2028 - Nov 29, 2028 (12 Nights)
Miami • St. Thomas • Gustavia, St. Barts • St John's, Antigua • Pointe-à-Pitre, Guadeloupe • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • Tortola • Miami
Average Starting Price
$7,399pp
Jim's Onboard Credit
Norwegian Prima
Norwegian Cruise Line
Dec 4, 2027 - Dec 11, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • St. Kitts • Bridgetown, Barbados • St. Lucia • St. Thomas • Philipsburg, St. Maarten • San Juan, Puerto Rico
Average Starting Price
$1,309pp
Jim's Onboard Credit
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