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Port: St John's, Antigua×
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Enchanted Princess
Princess Cruises
Dec 27, 2026 - Jan 6, 2027 (10 Nights)
Fort Lauderdale • Grand Turk • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St John's, Antigua • Philipsburg, St. Maarten • St. Kitts • Fort Lauderdale
Average Starting Price
$1,159pp
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!

EXPLORA I
Explora Journeys
Nov 12, 2026 - Nov 17, 2026 (5 Nights)
St John's, Antigua • Road Bay, Anguilla • San Juan, Puerto Rico • Miami
Average Starting Price
$2,730pp
Jim's Onboard Credit
Crown Princess
Princess Cruises
Dec 19, 2026 - Dec 27, 2026 (8 Nights)
Fort Lauderdale • Oranjestad, Aruba • Willemstad, Curacao • St John's, Antigua • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$699pp
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 Spirit
Silversea
Feb 17, 2028 - Feb 29, 2028 (12 Nights)
Bridgetown, Barbados • Bequia Island, Saint Vincent • Castries, St. Lucia • Oranjestad, Aruba • Kralendijk, Bonaire • Willemstad, Curacao • Gustavia, St. Barts • St John's, Antigua • Fort-De-France, Martinique • Grenada • Bridgetown, Barbados
Average Starting Price
$4,500pp
Jim's Onboard Credit
Rotterdam
Holland America Line
Dec 1, 2026 - Dec 12, 2026 (11 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Castries, St. Lucia • St. Kitts • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$2,024pp
Jim's Onboard Credit

Jim's Port Pick
Half Moon Cay is one of my all-time favorite private islands - the sand is unbelievably soft, hands-down the best I’ve ever felt!

Azamara Quest
Azamara
Nov 14, 2027 - Nov 28, 2027 (14 Nights)
Bridgetown, Barbados • Castries, St. Lucia • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Charlestown, Nevis • Philipsburg, St. Maarten • Tortola • 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
$4,019pp
Jim's Onboard Credit
51% OFF
MSC Opera
MSC Cruises
Oct 18, 2027 - Oct 25, 2027 (7 Nights)
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
Average Starting Price
$623pp
Jim's Onboard Credit
Celebrity Ascent
Celebrity Cruises
Apr 7, 2028 - Apr 17, 2028 (10 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • Castries, St. Lucia • Bridgetown, Barbados • St John's, Antigua • Basseterre, St. Kitts and Nevis • Fort Lauderdale
Average Starting Price
$1,715pp
Jim's Onboard Credit
Vision of the Seas
Royal Caribbean
Feb 21, 2027 - Feb 28, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St. Croix • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • San Juan, Puerto Rico
Average Starting Price
$679pp
Jim's Onboard Credit
FREE Specialty Dining Meal
EXPLORA III
Explora Journeys
Dec 28, 2026 - Jan 5, 2027 (8 Nights)
San Juan, Puerto Rico • St John's, Antigua • Pointe-à-Pitre, Guadeloupe • St. John • New Year Fireworks SJU • New Year Fireworks SJU • Samana, Dominican Republic • Puerto Plata, Dominican Republic • Miami
Average Starting Price
$12,750pp
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!

Viking Sea
Viking
Jan 5, 2027 - Jan 15, 2027 (10 Nights)
San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • Bridgetown, Barbados • Roseau, Dominica • St John's, Antigua • Philipsburg, St. Maarten • St. Croix • San Juan, Puerto Rico
Average Starting Price
$6,799pp
Jim's Onboard Credit
34% OFF
MSC World Europa
MSC Cruises
Jan 17, 2027 - Jan 24, 2027 (7 Nights)
Pointe-à-Pitre, Guadeloupe • Philipsburg, St. Maarten • St John's, Antigua • St. Kitts • Roseau, Dominica • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe
Average Starting Price
$822pp
Jim's Onboard Credit
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