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Celebrity Silhouette
Celebrity Cruises
Dec 28, 2027 - Jan 8, 2028 (11 Nights)
Fort Lauderdale • Kralendijk, Bonaire • Willemstad, Curacao • Oranjestad, Aruba • St John's, Antigua • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$1,529pp
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!

Crown Princess
Princess Cruises
Mar 14, 2027 - Mar 28, 2027 (14 Nights)
San Juan, Puerto Rico • St. Thomas • St. Kitts • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$1,751pp
Jim's Onboard Credit
Scarlet Lady
Virgin Voyages
Dec 4, 2027 - Dec 11, 2027 (7 Nights)
San Juan, Puerto Rico • Oranjestad, Aruba • Willemstad, Curacao • St John's, Antigua • Philipsburg, St. Maarten • San Juan, Puerto Rico
Average Starting Price
$903pp
Jim's Onboard Credit
71% OFF
MSC Poesia
MSC Cruises
Nov 12, 2026 - Nov 22, 2026 (10 Nights)
Miami • St. Thomas • St. Kitts • Philipsburg, St. Maarten • St John's, Antigua • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Miami
Average Starting Price
$498pp
Jim's Onboard Credit
Azamara Quest
Azamara
Oct 28, 2027 - Nov 21, 2027 (24 Nights)
New York, New York • Hamilton, Bermuda • Hamilton, Bermuda • Hamilton, Bermuda • Philipsburg, St. Maarten • Tortola • San Juan, Puerto Rico • Virgin Gorda, British Virgin Islands • St. Thomas • St John's, Antigua • St. Pierre • Port Elizabeth (Bequia), Saint Vincent and the Grenadines • Grenada • Scarborough (Tobago), Trinidad and Tobago • Bridgetown, Barbados • Castries, St. Lucia • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Charlestown, Nevis • Philipsburg, St. Maarten • Tortola • San Juan, Puerto Rico
Average Starting Price
$6,129pp
Jim's Onboard Credit
46% OFF
MSC Meraviglia
MSC Cruises
Mar 7, 2027 - Mar 21, 2027 (14 Nights)
Miami • Grand Turk • Ocean Cay • Nassau • Miami • Philipsburg, St. Maarten • St John's, Antigua • St. Thomas • Nassau • Miami
Average Starting Price
$1,265pp
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!

Celebrity Reflection
Celebrity Cruises
Dec 28, 2026 - Jan 4, 2027 (7 Nights)
Fort Lauderdale • Puerto Plata, Dominican Republic • St. Thomas • St John's, Antigua • Fort Lauderdale
Average Starting Price
$1,870pp
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 Nova
Silversea
Jan 9, 2028 - Jan 20, 2028 (11 Nights)
Miami • San Juan, Puerto Rico • Soper's Hole, Tortola • Gustavia, St. Barts • St. Kitts • St John's, Antigua • St. John • Miami
Average Starting Price
$6,300pp
Jim's Onboard Credit
Coral Princess
Princess Cruises
Nov 8, 2026 - Nov 18, 2026 (10 Nights)
Fort Lauderdale • St John's, Antigua • Philipsburg, St. Maarten • Dominica • St. Kitts • St. Thomas • Fort Lauderdale
Average Starting Price
$739pp
Jim's Onboard Credit
26% OFF
Seven Seas Prestige
Regent Seven Seas Cruises
Dec 7, 2027 - Dec 18, 2027 (11 Nights)
Miami • St. Thomas • St John's, Antigua • Castries, St. Lucia • Pointe-à-Pitre, Guadeloupe • Basseterre, St. Kitts and Nevis • Tortola • Miami
Average Starting Price
$8,499pp
Jim's Onboard Credit
Valiant Lady
Virgin Voyages
Mar 6, 2027 - Mar 13, 2027 (7 Nights)
San Juan, Puerto Rico • Philipsburg, St. Maarten • Bridgetown, Barbados • Castries, St. Lucia • St John's, Antigua • Tortola • San Juan, Puerto Rico
Average Starting Price
$1,113pp
Jim's Onboard Credit
Celebrity Constellation
Celebrity Cruises
Mar 6, 2027 - Mar 13, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • Castries, St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$637pp
Jim's Onboard Credit
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