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Celebrity Eclipse
Celebrity Cruises
Jan 5, 2028 - Jan 17, 2028 (12 Nights)
Fort Lauderdale • George Town, Cayman Islands • Oranjestad, Aruba • Willemstad, Curacao • Castries, St. Lucia • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Fort Lauderdale
Average Starting Price
$1,538pp
Jim's Onboard Credit
Oosterdam
Holland America Line
Dec 11, 2027 - Dec 22, 2027 (11 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • St. Kitts • Fort-De-France, Martinique • Roseau, Dominica • St John's, Antigua • San Juan, Puerto Rico • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$2,739pp
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!

26% OFF
Carnival Festivale
Carnival Cruise Line
Jun 26, 2027 - Jul 4, 2027 (8 Nights)
Port Canaveral (Orlando), Florida • Fun Day at Sea • Fun Day at Sea • St. Thomas • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Fun Day at Sea • Celebration Key • Port Canaveral (Orlando), Florida
Average Starting Price
$1,529pp
Jim's Onboard Credit
Silver Dawn
Silversea
Dec 11, 2027 - Dec 21, 2027 (10 Nights)
San Juan, Puerto Rico • Great Harbor Jost Van Dyke, British Virgin Islands • St. Kitts • Gustavia, St. Barts • Fort-De-France, Martinique • Grenada • Bequia Island, Saint Vincent • Castries, St. Lucia • St John's, Antigua • St. John • San Juan, Puerto Rico
Average Starting Price
$4,800pp
Jim's Onboard Credit
Adventure of the Seas
Royal Caribbean
Nov 7, 2026 - Nov 15, 2026 (8 Nights)
Fort Lauderdale • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • San Juan, Puerto Rico • Grand Turk • Fort Lauderdale
Average Starting Price
$407pp
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 IV
Explora Journeys
Nov 20, 2027 - Nov 27, 2027 (7 Nights)
Miami • St. John • St John's, Antigua • Pointe-à-Pitre, Guadeloupe • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico
Average Starting Price
$4,125pp
Jim's Onboard Credit
Sun Princess
Princess Cruises
Dec 18, 2027 - Dec 28, 2027 (10 Nights)
Fort Lauderdale • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Kitts • Martinique • Philipsburg, St. Maarten • Celebration Key • Fort Lauderdale
Average Starting Price
$1,174pp
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!

Nieuw Statendam
Holland America Line
Mar 21, 2027 - Apr 4, 2027 (14 Nights)
Fort Lauderdale • Nassau • Amber Cove, Dominican Republic • Grand Turk • Relaxaway Half Moon Cay • Fort Lauderdale • Grand Turk • San Juan, Puerto Rico • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$2,709pp
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!

EXPLORA I
Explora Journeys
Mar 8, 2027 - Mar 24, 2027 (16 Nights)
Miami • San Juan, Puerto Rico • Philipsburg, St. Maarten • Funchal, Portugal • Cadiz, Spain • Malaga, Spain • Barcelona, Spain
Average Starting Price
$8,315pp
Jim's Onboard Credit
EXPLORA III
Explora Journeys
Apr 5, 2027 - Apr 12, 2027 (7 Nights)
San Juan, Puerto Rico • Gustavia, St. Barts • Gustavia, St. Barts • Little Bay, Montserrat • Basseterre, St. Kitts and Nevis • Key West, Florida • Miami
Average Starting Price
$5,250pp
Jim's Onboard Credit
46% OFF
MSC World America
MSC Cruises
Jun 19, 2027 - Jul 3, 2027 (14 Nights)
Miami • Roatan, Honduras • Costa Maya • Cozumel • Ocean Cay • Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Ocean Cay • Miami
Average Starting Price
$2,561pp
Jim's Onboard Credit

Jim Sr's Ship Pick
This ship never felt crowded - and the Pizza & Burger spot was a total win!

Grandeur of the Seas
Royal Caribbean
May 29, 2027 - Jun 5, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St. Croix • Philipsburg, St. Maarten • Castries, St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$798pp
Jim's Onboard Credit
FREE Specialty Dining Meal
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