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Enchanted Princess
Princess Cruises
Jan 4, 2028 - Jan 15, 2028 (11 Nights)
Fort Lauderdale • St. Thomas • St. Kitts • St. Lucia • Bridgetown, Barbados • St John's, Antigua • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$1,134pp
Jim's Onboard Credit
Rhapsody of the Seas
Royal Caribbean
Mar 6, 2027 - Mar 16, 2027 (10 Nights)
San Juan, Puerto Rico • Tortola • Philipsburg, St. Maarten • St John's, Antigua • Bridgetown, Barbados • Castries, St. Lucia • Roseau, Dominica • St. Croix • Miami
Average Starting Price
$1,024pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Norwegian Pearl
Norwegian Cruise Line
Jan 15, 2028 - Jan 27, 2028 (12 Nights)
Philadelphia • Philipsburg, St. Maarten • St. Lucia • Bridgetown, Barbados • St John's, Antigua • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Philadelphia
Average Starting Price
$989pp
Jim's Onboard Credit
49% OFF
MSC Opera
MSC Cruises
Apr 29, 2027 - May 13, 2027 (14 Nights)
Bridgetown, Barbados • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Tortola • La Romana, Dominican Republic • Catalina Island, Dominican Republic • Virgin Gorda, British Virgin Islands • Philipsburg, St. Maarten • Fort-De-France, Martinique • St John's, Antigua • La Romana, Dominican Republic • Catalina Island, Dominican Republic • Bridgetown, Barbados
Average Starting Price
$1,908pp
Jim's Onboard Credit
Celebrity Eclipse
Celebrity Cruises
Jan 17, 2028 - Jan 29, 2028 (12 Nights)
Fort Lauderdale • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Philipsburg, St. Maarten • Castries, St. Lucia • St John's, Antigua • Fort Lauderdale
Average Starting Price
$1,610pp
Jim's Onboard Credit
Sonata
Oceania Cruises
Jan 11, 2029 - Jan 23, 2029 (12 Nights)
Miami • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Pointe-à-Pitre, Guadeloupe • Basseterre, St. Kitts and Nevis • Tortola • Miami
Average Starting Price
$6,199pp
Jim's Onboard Credit
Crown Princess
Princess Cruises
Feb 28, 2027 - Mar 14, 2027 (14 Nights)
San Juan, Puerto Rico • Philipsburg, St. Maarten • Martinique • 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
$1,296pp
Jim's Onboard Credit
57% OFF
Scenic Eclipse II
Scenic Ocean Cruises
Oct 15, 2027 - Oct 23, 2027 (8 Nights)
St John's, Antigua • Gustavia, St. Barts • Virgin Gorda, British Virgin Islands • Little Bay, Montserrat • Havre-Saint-Pierre, Quebec • Soufrier Bay, St. Lucia • Mayreau Island, Saint Vincent and the Grenadines • Tobago Cays, Grenadines • Bridgetown, Barbados
Average Starting Price
$6,463pp
Jim's Onboard Credit
Grandeur of the Seas
Royal Caribbean
Sep 11, 2027 - Sep 18, 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
$609pp
Jim's Onboard Credit
Scarlet Lady
Virgin Voyages
Dec 26, 2027 - Jan 2, 2028 (7 Nights)
San Juan, Puerto Rico • Philipsburg, St. Maarten • Bridgetown, Barbados • Fort-De-France, Martinique • St John's, Antigua • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$1,813pp
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!

46% OFF
MSC Meraviglia
MSC Cruises
Feb 27, 2027 - Mar 13, 2027 (14 Nights)
Miami • Philipsburg, St. Maarten • St John's, Antigua • St. Thomas • Amber Cove, Dominican Republic • Miami • Grand Turk • Ocean Cay • Nassau • Miami
Average Starting Price
$1,205pp
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!

Azamara Quest
Azamara
Nov 21, 2027 - Nov 28, 2027 (7 Nights)
San Juan, Puerto Rico • Virgin Gorda, British Virgin Islands • St John's, Antigua • St. Pierre • Port Elizabeth (Bequia), Saint Vincent and the Grenadines • Grenada • Scarborough (Tobago), Trinidad and Tobago • Bridgetown, Barbados
Average Starting Price
$1,779pp
Jim's Onboard Credit
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