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Vista
Oceania Cruises
Nov 13, 2028 - Nov 25, 2028 (12 Nights)
Miami • St. Thomas • Gustavia, St. Barts • St John's, Antigua • Fort-De-France, Martinique • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Tortola • Miami
Average Starting Price
$4,899pp
Jim's Onboard Credit
Emerald Princess
Princess Cruises
Dec 19, 2027 - Dec 26, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$714pp
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!

EXPLORA I
Explora Journeys
Jan 4, 2027 - Jan 11, 2027 (7 Nights)
San Juan, Puerto Rico • Philipsburg, St. Maarten • St John's, Antigua • Little Bay, Montserrat • Tortola • Miami
Average Starting Price
$6,195pp
Jim's Onboard Credit
Carnival Firenze
Carnival Cruise Line
Mar 8, 2027 - Mar 18, 2027 (10 Nights)
Miami • Fun Day at Sea • Fun Day at Sea • Philipsburg, St. Maarten • St. Kitts • St. Lucia • St John's, Antigua • St. Thomas • Fun Day at Sea • Fun Day at Sea • Miami
Average Starting Price
$844pp
Jim's Onboard Credit
Island Princess
Princess Cruises
Apr 3, 2028 - Apr 19, 2028 (16 Nights)
Fort Lauderdale • St. Thomas • Philipsburg, St. Maarten • St. Kitts • St John's, Antigua • St. Lucia • Grenada • Bridgetown, Barbados • Oranjestad, Aruba • Kralendijk, Bonaire • Willemstad, Curacao • Fort Lauderdale
Average Starting Price
$1,624pp
Jim's Onboard Credit
Enchanted Princess
Princess Cruises
Mar 17, 2027 - Mar 27, 2027 (10 Nights)
Fort Lauderdale • Grand Turk • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Philipsburg, St. Maarten • St John's, Antigua • St. Kitts • Fort Lauderdale
Average Starting Price
$974pp
Jim's Onboard Credit

Luke's Port Pick
Grand Turk has it all - stunning ship views, a pool, great snorkeling, and crystal-clear water! This port will always be my favorite!

Rhapsody of the Seas
Royal Caribbean
Dec 18, 2027 - Dec 24, 2027 (6 Nights)
San Juan, Puerto Rico • St. Thomas • St. Croix • Basseterre, St. Kitts and Nevis • St John's, Antigua • San Juan, Puerto Rico
Average Starting Price
$767pp
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!

Celebrity Eclipse
Celebrity Cruises
Mar 12, 2027 - Mar 22, 2027 (10 Nights)
Fort Lauderdale • St John's, Antigua • Castries, St. Lucia • Bridgetown, Barbados • Kingstown, Saint Vincent Island, Saint Vincent • Basseterre, St. Kitts and Nevis • Fort Lauderdale
Average Starting Price
$1,405pp
Jim's Onboard Credit
Coral Princess
Princess Cruises
Nov 18, 2026 - Nov 28, 2026 (10 Nights)
Fort Lauderdale • St. Thomas • St. Kitts • Dominica • St John's, Antigua • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$599pp
Jim's Onboard Credit
Norwegian Pearl
Norwegian Cruise Line
Jan 3, 2028 - Jan 15, 2028 (12 Nights)
Philadelphia • Philipsburg, St. Maarten • Bridgetown, Barbados • St. Lucia • St John's, Antigua • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Philadelphia
Average Starting Price
$898pp
Jim's Onboard Credit
Scarlet Lady
Virgin Voyages
Dec 18, 2027 - Dec 26, 2027 (8 Nights)
San Juan, Puerto Rico • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Oranjestad, Aruba • Willemstad, Curacao • San Juan, Puerto Rico
Average Starting Price
$1,192pp
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!

Silver Shadow
Silversea
Jan 30, 2027 - Feb 6, 2027 (7 Nights)
San Juan, Puerto Rico • St. John • Little Bay, Montserrat • St John's, Antigua • Gustavia, St. Barts • St. Kitts • Great Harbor Jost Van Dyke, British Virgin Islands • San Juan, Puerto Rico
Average Starting Price
$5,100pp
Jim's Onboard Credit
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