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28% OFF
Seven Seas Prestige
Regent Seven Seas Cruises
Jan 7, 2028 - Jan 17, 2028 (10 Nights)
Miami • Philipsburg, St. Maarten • Basseterre, St. Kitts and Nevis • St John's, Antigua • Gustavia, St. Barts • Tortola • Miami
Average Starting Price
$7,749pp
Jim's Onboard Credit
Grandeur of the Seas
Royal Caribbean
Aug 14, 2027 - Aug 21, 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
$777pp
Jim's Onboard Credit
Rotterdam
Holland America Line
Feb 23, 2027 - Mar 6, 2027 (11 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Fort-De-France, Martinique • St. Kitts • San Juan, Puerto Rico • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$2,269pp
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!

Brilliant Lady
Virgin Voyages
Dec 28, 2026 - Jan 7, 2027 (10 Nights)
Miami • Philipsburg, St. Maarten • Basseterre, St. Kitts and Nevis • Tortola • St John's, Antigua • Bimini • Miami
Average Starting Price
$1,690pp
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!

Adventure of the Seas
Royal Caribbean
Feb 9, 2028 - Feb 18, 2028 (9 Nights)
Port Canaveral (Orlando), Florida • Basseterre, St. Kitts and Nevis • Bridgetown, Barbados • St John's, Antigua • Perfect Day Cococay • Port Canaveral (Orlando), Florida
Average Starting Price
$1,196pp
Jim's Onboard Credit
Celebrity Ascent
Celebrity Cruises
Dec 13, 2027 - Dec 23, 2027 (10 Nights)
Fort Lauderdale • St. Thomas • St John's, Antigua • Bridgetown, Barbados • Castries, St. Lucia • Basseterre, St. Kitts and Nevis • Fort Lauderdale
Average Starting Price
$1,248pp
Jim's Onboard Credit
Silver Nova
Silversea
Jan 31, 2028 - Feb 11, 2028 (11 Nights)
Miami • St. John • Gustavia, St. Barts • St John's, Antigua • Fort-De-France, Martinique • St. Kitts • San Juan, Puerto Rico • Miami
Average Starting Price
$6,300pp
Jim's Onboard Credit
EXPLORA II
Explora Journeys
Feb 27, 2028 - Mar 5, 2028 (7 Nights)
San Juan, Puerto Rico • Gustavia, St. Barts • St John's, Antigua • Basseterre, St. Kitts and Nevis • Ocean Cay • Miami
Average Starting Price
$3,915pp
Jim's Onboard Credit
Viking Sea
Viking
Dec 27, 2027 - Jan 6, 2028 (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
$3,599pp
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!

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
Celebrity Xcel
Celebrity Cruises
Feb 7, 2027 - Feb 14, 2027 (7 Nights)
Miami • Nassau • St. Thomas • St John's, Antigua • Miami
Average Starting Price
$1,129pp
Jim's Onboard Credit
9% OFF
Crystal Grace
Crystal Cruises
Jan 3, 2029 - Jan 19, 2029 (16 Nights)
Fort Lauderdale • Grand Turk • Samana, Dominican Republic • Great Harbor Jost Van Dyke, British Virgin Islands • St John's, Antigua • St. Kitts • Gustavia, St. Barts • San Juan, Puerto Rico • Gustavia, St. Barts • St. Kitts • St John's, Antigua • Great Harbor Jost Van Dyke, British Virgin Islands • Samana, Dominican Republic • Grand Turk • Fort Lauderdale
Average Starting Price
$9,080pp
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!

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