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Marina
Oceania Cruises
Dec 27, 2027 - Jan 6, 2028 (10 Nights)
Miami • Nassau • San Juan, Puerto Rico • Tortola • Basseterre, St. Kitts and Nevis • Gustavia, St. Barts • St. Thomas • Puerto Plata, Dominican Republic • Miami
Average Starting Price
$3,499pp
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!

31% OFF
Carnival Breeze
Carnival Cruise Line
Jan 29, 2028 - Feb 12, 2028 (14 Nights)
Galveston • Fun Day at Sea • Fun Day at Sea • Ocho Rios, Jamaica • Fun Day at Sea • St. Croix • St John's, Antigua • St. Lucia • St. Kitts • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Fun Day at Sea • Fun Day at Sea • Fun Day at Sea • Galveston
Average Starting Price
$1,326pp
Jim's Onboard Credit
Brilliant Lady
Virgin Voyages
Mar 8, 2027 - Mar 18, 2027 (10 Nights)
Miami • Philipsburg, St. Maarten • Tortola • St. Croix • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Bimini • Miami
Average Starting Price
$1,191pp
Jim's Onboard Credit
Caribbean Princess
Princess Cruises
Feb 3, 2028 - Feb 12, 2028 (9 Nights)
Fort Lauderdale • Oranjestad, Aruba • Willemstad, Curacao • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Fort Lauderdale
Average Starting Price
$624pp
Jim's Onboard Credit
9% OFF
Crystal Grace
Crystal Cruises
Nov 20, 2028 - Dec 1, 2028 (11 Nights)
Fort Lauderdale • Gustavia, St. Barts • Roseau, Dominica • Bridgetown, Barbados • Castries, St. Lucia • St. Kitts • San Juan, Puerto Rico • Fort Lauderdale
Average Starting Price
$6,720pp
Jim's Onboard Credit
20% OFF
Seven Seas Splendor
Regent Seven Seas Cruises
Dec 11, 2026 - Dec 28, 2026 (17 Nights)
Galveston • Montego Bay, Jamaica • Port Royal, Jamaica • Cap Cana (Punta Cana), Dominican Republic • San Juan, Puerto Rico • Tortola • St John's, Antigua • Gustavia, St. Barts • Philipsburg, St. Maarten • George Town, Cayman Islands • Galveston
Average Starting Price
$13,099pp
Jim's Onboard Credit
33% OFF
Seven Seas Mariner
Regent Seven Seas Cruises
Oct 28, 2028 - Nov 7, 2028 (10 Nights)
Miami • San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • St John's, Antigua • Gustavia, St. Barts • Miami
Average Starting Price
$6,099pp
Jim's Onboard Credit
Resilient Lady
Virgin Voyages
Mar 27, 2027 - Apr 4, 2027 (8 Nights)
Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Croix • Bimini • Miami
Average Starting Price
$1,192pp
Jim's Onboard Credit
43% OFF
Margaritaville at Sea Beachcomber
Margaritaville at Sea
Sep 11, 2027 - Sep 18, 2027 (7 Nights)
Miami • Philipsburg, St. Maarten • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Miami
Average Starting Price
$679pp
Jim's Onboard Credit
Insignia
Oceania Cruises
Nov 24, 2026 - Dec 19, 2026 (25 Nights)
Miami • Tortola • St John's, Antigua • Castries, St. Lucia • Scarborough (Tobago), Trinidad and Tobago • Cruising the Amazon River • Santarem, Brazil • Boca da Valeria (Amazon River), Brazil • Manaus, Brazil • Manaus, Brazil • Parintins, Brazil • Alter Do Chao, Brazil • Cruising the Amazon River • Bridgetown, Barbados • Roseau, Dominica • Philipsburg, St. Maarten • San Juan, Puerto Rico • Nassau • Miami
Average Starting Price
$13,249pp
Jim's Onboard Credit
26% OFF
Seven Seas Grandeur
Regent Seven Seas Cruises
Mar 20, 2028 - Apr 1, 2028 (12 Nights)
Miami • Cruising the Atlantic Ocean • Puerto Plata, Dominican Republic • Cayo Levantado, Dominican Republic • San Juan, Puerto Rico • Gustavia, St. Barts • Roseau, Dominica • Pointe-à-Pitre, Guadeloupe • Basseterre, St. Kitts and Nevis • Tortola • Atlantic Ocean cruising • Atlantic Ocean cruising • Miami
Average Starting Price
$8,599pp
Jim's Onboard Credit
Celebrity Summit
Celebrity Cruises
Nov 7, 2027 - Nov 14, 2027 (7 Nights)
San Juan, Puerto Rico • Roseau, Dominica • Bridgetown, Barbados • Castries, St. Lucia • St John's, Antigua • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$734pp
Jim's Onboard Credit
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