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Norwegian Escape
Norwegian Cruise Line
Apr 2, 2027 - Apr 9, 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
Norwegian Dawn
Norwegian Cruise Line
Nov 29, 2027 - Dec 9, 2027 (10 Nights)
Jacksonville • Grand Bahama Island • Nassau • Puerto Plata, Dominican Republic • Samana, Dominican Republic • Tortola • San Juan, Puerto Rico • Jacksonville
Average Starting Price
$1,039pp
Jim's Onboard Credit
EXPLORA II
Explora Journeys
Dec 19, 2027 - Dec 26, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • Pointe-à-Pitre, Guadeloupe • Gustavia, St. Barts • St. John • Miami
Average Starting Price
$4,935pp
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 Breakaway
Norwegian Cruise Line
Apr 4, 2027 - Apr 18, 2027 (14 Nights)
New Orleans • George Town, Cayman Islands • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Grenada • St. Lucia • Tortola • Boston
Average Starting Price
$1,689pp
Jim's Onboard Credit
Norwegian Pearl
Norwegian Cruise Line
Mar 28, 2027 - Apr 8, 2027 (11 Nights)
Philadelphia • Royal Naval Dockyard, Bermuda • Royal Naval Dockyard, Bermuda • Tortola • St. Thomas • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Philadelphia
Average Starting Price
$1,254pp
Jim's Onboard Credit
Scarlet Lady
Virgin Voyages
Nov 12, 2027 - Nov 20, 2027 (8 Nights)
San Juan, Puerto Rico • Tortola • Basseterre, St. Kitts and Nevis • Bridgetown, Barbados • Castries, St. Lucia • Roseau, Dominica • Philipsburg, St. Maarten • San Juan, Puerto Rico
Average Starting Price
$1,112pp
Jim's Onboard Credit
Celebrity Constellation
Celebrity Cruises
Mar 27, 2027 - Apr 3, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • Basseterre, St. Kitts and Nevis • Roseau, Dominica • Castries, St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$706pp
Jim's Onboard Credit
Sirena
Oceania Cruises
Nov 6, 2027 - Nov 21, 2027 (15 Nights)
New York, New York • Tortola • St John's, Antigua • Basseterre, St. Kitts and Nevis • Kralendijk, Bonaire • Willemstad, Curacao • Oranjestad, Aruba • Ocho Rios, Jamaica • George Town, Cayman Islands • Miami
Average Starting Price
$4,149pp
Jim's Onboard Credit
Silver Nova
Silversea
Dec 18, 2027 - Dec 29, 2027 (11 Nights)
Miami • Soper's Hole, Tortola • St. Kitts • Deshaies, Guadeloupe • Fort-De-France, Martinique • St. John • Miami
Average Starting Price
$5,900pp
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!

Sonata
Oceania Cruises
Dec 6, 2027 - Jan 3, 2028 (28 Nights)
Miami • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • St. George's • Bridgetown, Barbados • St. Lucia • Pointe-à-Pitre, Guadeloupe • Tortola • Miami • George Town, Cayman Islands • Cartagena • Panama Canal, Panama • Puntarenas, Costa Rica • Puerto Quetzal, Guatemala • Zihuatanejo (Ixtapa), Mexico • Manzanillo, Mexico • Ensenada • Los Angeles
Average Starting Price
$13,699pp
Jim's Onboard Credit
Vision of the Seas
Royal Caribbean
Mar 14, 2027 - Mar 21, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • St John's, Antigua • Roseau, Dominica • St. Croix • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico
Average Starting Price
$689pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Valiant Lady
Virgin Voyages
Mar 13, 2027 - Mar 19, 2027 (6 Nights)
San Juan, Puerto Rico • Tortola • Basseterre, St. Kitts and Nevis • St John's, Antigua • Castries, St. Lucia • San Juan, Puerto Rico
Average Starting Price
$894pp
Jim's Onboard Credit
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