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Caribbean Princess
Princess Cruises
Jan 2, 2029 - Jan 12, 2029 (10 Nights)
Bridgetown, Barbados • Oranjestad, Aruba • Willemstad, Curacao • San Juan, Puerto Rico • St. Thomas • St. Kitts • Dominica • Grenada • Bridgetown, Barbados
Average Starting Price
$1,219pp
Jim's Onboard Credit
Star Princess
Princess Cruises
Oct 28, 2028 - Nov 4, 2028 (7 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • St. Thomas • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$934pp
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!

Norwegian Pearl
Norwegian Cruise Line
Dec 18, 2026 - Dec 23, 2026 (5 Nights)
Philadelphia • Royal Naval Dockyard, Bermuda • Royal Naval Dockyard, Bermuda • Philadelphia
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!

Sky Princess
Princess Cruises
Jan 14, 2029 - Jan 28, 2029 (14 Nights)
Fort Lauderdale • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Kitts • Fort Lauderdale • Relaxaway Half Moon Cay • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Grand Turk • Fort Lauderdale
Average Starting Price
$1,524pp
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!

Norwegian Dawn
Norwegian Cruise Line
Nov 20, 2026 - Nov 25, 2026 (5 Nights)
Jacksonville • Grand Bahama Island • Great Stirrup Cay • Nassau • Jacksonville
Average Starting Price
$339pp
Jim's Onboard Credit
Adventure of the Seas
Royal Caribbean
Mar 27, 2027 - Apr 4, 2027 (8 Nights)
Fort Lauderdale • Nassau • Cabo Rojo, Dominican Republic • Oranjestad, Aruba • Willemstad, Curacao • Fort Lauderdale
Average Starting Price
$805pp
Jim's Onboard Credit
FREE Specialty Dining Meal
57% OFF
Carnival Liberty
Carnival Cruise Line
Jan 3, 2027 - Jan 10, 2027 (7 Nights)
New Orleans • Fun Day at Sea • Fun Day at Sea • Isla Tropicale, Roatan • Belize City • Cozumel • Fun Day at Sea • New Orleans
Average Starting Price
$404pp
Jim's Onboard Credit
Celebrity Apex
Celebrity Cruises
Mar 24, 2029 - Mar 31, 2029 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Philipsburg, St. Maarten • Port Canaveral (Orlando), Florida
Average Starting Price
$997pp
Jim's Onboard Credit
Celebrity Summit
Celebrity Cruises
Jun 11, 2028 - Jun 18, 2028 (7 Nights)
Cape Liberty • Statue Of Liberty (Cruising) • Royal Naval Dockyard, Bermuda • Royal Naval Dockyard, Bermuda • Royal Naval Dockyard, Bermuda • Cape Liberty
Average Starting Price
$1,138pp
Jim's Onboard Credit
Celebrity Silhouette
Celebrity Cruises
Dec 13, 2026 - Dec 19, 2026 (6 Nights)
Fort Lauderdale • Bimini • Cozumel • George Town, Cayman Islands • Fort Lauderdale
Average Starting Price
$1,065pp
Jim's Onboard Credit
Norwegian Joy
Norwegian Cruise Line
Dec 31, 2026 - Jan 4, 2027 (4 Nights)
Miami • Nassau • Great Stirrup Cay • Miami
Average Starting Price
$859pp
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!

Wind Surf
Windstar Cruises
Feb 27, 2028 - Mar 5, 2028 (7 Nights)
Philipsburg, St. Maarten • Falmouth (English Harbour), Antigua & Barbuda • Road Bay, Anguilla • Soper's Hole, Tortola • Great Harbor Jost Van Dyke, British Virgin Islands • Great Harbor Jost Van Dyke, British Virgin Islands • Virgin Gorda, British Virgin Islands • Gustavia, St. Barts • Philipsburg, St. Maarten
Average Starting Price
$2,588pp
Jim's Onboard Credit
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