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Harmony of the Seas
Royal Caribbean
May 1, 2027 - May 8, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Perfect Day Cococay • St. Thomas • Philipsburg, St. Maarten • Port Canaveral (Orlando), Florida
Average Starting Price
$867pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Star of the Seas
Royal Caribbean
Sep 5, 2027 - Sep 12, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Perfect Day Cococay • St. Thomas • Philipsburg, St. Maarten • Port Canaveral (Orlando), Florida
Average Starting Price
$1,460pp
Jim's Onboard Credit

Jim's Ship Pick
This is the BEST ship I’ve EVER sailed on! It rarely felt crowded, the food was incredible, the shows were absolutely phenomenal, and there’s something for everyone!

48% OFF
Carnival Magic
Carnival Cruise Line
Sep 25, 2027 - Oct 3, 2027 (8 Nights)
Miami • Relaxaway Half Moon Cay • Fun Day at Sea • San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Thomas • Fun Day at Sea • Fun Day at Sea • Miami
Average Starting Price
$605pp
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!

Resilient Lady
Virgin Voyages
Nov 20, 2027 - Nov 28, 2027 (8 Nights)
Miami • Philipsburg, St. Maarten • San Juan, Puerto Rico • Samana, Dominican Republic • Bimini • Miami
Average Starting Price
$1,032pp
Jim's Onboard Credit
Allura
Oceania Cruises
Mar 21, 2027 - Mar 31, 2027 (10 Nights)
Miami • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • Gustavia, St. Barts • St. Thomas • Tortola • Miami
Average Starting Price
$5,199pp
Jim's Onboard Credit
49% OFF
MSC Seashore
MSC Cruises
Nov 5, 2027 - Nov 20, 2027 (15 Nights)
Miami • Ocean Cay • Philipsburg, St. Maarten • St. Kitts • St. Thomas • Amber Cove, Dominican Republic • Miami • Ocean Cay • Puerto Plata, Dominican Republic • Nassau • Miami
Average Starting Price
$1,468pp
Jim's Onboard Credit
57% OFF
Margaritaville at Sea Beachcomber
Margaritaville at Sea
Aug 14, 2027 - Aug 21, 2027 (7 Nights)
Miami • Philipsburg, St. Maarten • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Miami
Average Starting Price
$599pp
Jim's Onboard Credit
Carnival Pride
Carnival Cruise Line
Oct 31, 2027 - Nov 14, 2027 (14 Nights)
Baltimore • Fun Day at Sea • Fun Day at Sea • Fun Day at Sea • St. Thomas • Philipsburg, St. Maarten • St. Kitts • Fun Day at Sea • Oranjestad, Aruba • Willemstad, Curacao • Fun Day at Sea • Grand Turk • Fun Day at Sea • Fun Day at Sea • Baltimore
Average Starting Price
$1,555pp
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!

Icon of the Seas
Royal Caribbean
Jun 5, 2027 - Jun 12, 2027 (7 Nights)
Miami • Philipsburg, St. Maarten • St. Thomas • Perfect Day Cococay • Miami
Average Starting Price
$1,801pp
Jim's Onboard Credit
Norwegian Bliss
Norwegian Cruise Line
Nov 8, 2027 - Nov 20, 2027 (12 Nights)
Manhattan • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Kitts • St. Thomas • Tortola • Philipsburg, St. Maarten • Manhattan
Average Starting Price
$1,469pp
Jim's Onboard Credit
35% OFF
Carnival Firenze
Carnival Cruise Line
Nov 28, 2027 - Dec 12, 2027 (14 Nights)
Port Canaveral (Orlando), Florida • Fun Day at Sea • Fun Day at Sea • St. Thomas • St John's, Antigua • St. Lucia • Grenada • Bridgetown, Barbados • Fun Day at Sea • Philipsburg, St. Maarten • St. Croix • San Juan, Puerto Rico • Fun Day at Sea • Fun Day at Sea • Port Canaveral (Orlando), Florida
Average Starting Price
$1,135pp
Jim's Onboard Credit
EXPLORA III
Explora Journeys
Mar 7, 2027 - Mar 14, 2027 (7 Nights)
San Juan, Puerto Rico • Philipsburg, St. Maarten • Gustavia, St. Barts • Gustavia, St. Barts • Basseterre, St. Kitts and Nevis • Grand Turk • Miami
Average Starting Price
$6,785pp
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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