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Port: Tortola, British Virgin Islands×
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Norwegian Prima
Norwegian Cruise Line
Nov 3, 2027 - Nov 13, 2027 (10 Nights)
Manhattan • Royal Naval Dockyard, Bermuda • Tortola • St. Kitts • Bridgetown, Barbados • St John's, Antigua • Philipsburg, St. Maarten • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$1,739pp
Jim's Onboard Credit
Grandeur of the Seas
Royal Caribbean
Jul 3, 2027 - Jul 10, 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
$899pp
Jim's Onboard Credit
Norwegian Aqua
Norwegian Cruise Line
Oct 3, 2027 - Oct 10, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$889pp
Jim's Onboard Credit
EXPLORA IV
Explora Journeys
Dec 23, 2027 - Dec 30, 2027 (7 Nights)
Miami • St. Thomas • St John's, Antigua • Tortola • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico
Average Starting Price
$4,685pp
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!

Allura
Oceania Cruises
Mar 21, 2027 - Mar 31, 2027 (10 Nights)
Miami • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • Gustavia, St. Barts • St. Thomas • Tortola • Miami
Average Starting Price
$5,199pp
Jim's Onboard Credit
Brilliant Lady
Virgin Voyages
Jan 10, 2028 - Jan 20, 2028 (10 Nights)
Miami • Philipsburg, St. Maarten • Tortola • St. Thomas • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Bimini • Miami
Average Starting Price
$1,290pp
Jim's Onboard Credit
Disney Treasure
Disney Cruise Line
Oct 9, 2027 - Oct 16, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Tortola • St. Thomas • Disney Castaway Cay, Bahamas • Port Canaveral (Orlando), Florida
Average Starting Price
$2,417pp
Jim's Onboard Credit
Norwegian Bliss
Norwegian Cruise Line
Nov 8, 2027 - Nov 20, 2027 (12 Nights)
Manhattan • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Kitts • St. Thomas • Tortola • Philipsburg, St. Maarten • Manhattan
Average Starting Price
$1,469pp
Jim's Onboard Credit
30% OFF
Seven Seas Grandeur
Regent Seven Seas Cruises
Nov 28, 2027 - Dec 8, 2027 (10 Nights)
Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • Gustavia, St. Barts • Tortola • Miami
Average Starting Price
$7,099pp
Jim's Onboard Credit
Norwegian Epic
Norwegian Cruise Line
Nov 18, 2027 - Nov 26, 2027 (8 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Philipsburg, St. Maarten • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$1,069pp
Jim's Onboard Credit
Regal Princess
Princess Cruises
Nov 20, 2027 - Dec 5, 2027 (15 Nights)
Miami • Belize City • Roatan, Honduras • Cozumel • Celebration Key • Miami • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Philipsburg, St. Maarten • Tortola • Miami
Average Starting Price
$1,363pp
Jim's Onboard Credit
Emerald Princess
Princess Cruises
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
$1,463pp
Jim's Onboard Credit
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