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59% OFF
Carnival Magic
Carnival Cruise Line
Apr 17, 2027 - Apr 25, 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
$464pp
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!

Seabourn Quest
Seabourn
Nov 10, 2028 - Nov 18, 2028 (8 Nights)
Miami • San Juan, Puerto Rico • St. Kitts • Great Harbor Jost Van Dyke, British Virgin Islands • Miami
Average Starting Price
$5,103pp
Jim's Onboard Credit
Nieuw Statendam
Holland America Line
Feb 7, 2027 - Feb 21, 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
$2,714pp
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!

58% OFF
Carnival Venezia
Carnival Cruise Line
Jan 24, 2027 - Jan 31, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Celebration Key • Fun Day at Sea • San Juan, Puerto Rico • St. Thomas • Fun Day at Sea • Fun Day at Sea • Port Canaveral (Orlando), Florida
Average Starting Price
$408pp
Jim's Onboard Credit
Azamara Journey
Azamara
Nov 21, 2026 - Nov 28, 2026 (7 Nights)
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
$2,959pp
Jim's Onboard Credit
Star Legend
Windstar Cruises
Jan 10, 2028 - Jan 17, 2028 (7 Nights)
San Juan, Puerto Rico • Grenada • Bequia Island, Saint Vincent • Mayreau Island, Saint Vincent and the Grenadines • Les Saintes, F.W.I. • Marigot Bay, St. Martin, French West Indies • San Juan, Puerto Rico
Average Starting Price
$2,411pp
Jim's Onboard Credit
Harmony of the Seas
Royal Caribbean
Apr 3, 2027 - Apr 10, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico • Perfect Day Cococay • Port Canaveral (Orlando), Florida
Average Starting Price
$966pp
Jim's Onboard Credit
FREE Specialty Dining Meal
36% OFF
Carnival Firenze
Carnival Cruise Line
Apr 16, 2028 - Apr 30, 2028 (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 • Tortola • San Juan, Puerto Rico • Fun Day at Sea • Fun Day at Sea • Port Canaveral (Orlando), Florida
Average Starting Price
$1,045pp
Jim's Onboard Credit
Emerald Princess
Princess Cruises
Nov 28, 2027 - Dec 12, 2027 (14 Nights)
San Juan, Puerto Rico • Tortola • St. Kitts • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$1,508pp
Jim's Onboard Credit
Vision of the Seas
Royal Caribbean
Apr 4, 2027 - Apr 14, 2027 (10 Nights)
San Juan, Puerto Rico • St. Thomas • St. Croix • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Castries, St. Lucia • Basseterre, St. Kitts and Nevis • Miami
Average Starting Price
$1,109pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Marina
Oceania Cruises
Feb 17, 2028 - Mar 5, 2028 (17 Nights)
Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Croix • Basseterre, St. Kitts and Nevis • Gustavia, St. Barts • Philipsburg, St. Maarten • Miami • Costa Maya • Belize City • Roatan, Honduras • Cozumel • Miami
Average Starting Price
$5,449pp
Jim's Onboard Credit
Eurodam
Holland America Line
Jan 23, 2027 - Feb 6, 2027 (14 Nights)
Fort Lauderdale • Nassau • Grand Turk • Amber Cove, Dominican Republic • Relaxaway Half Moon Cay • Fort Lauderdale • Grand Turk • San Juan, Puerto Rico • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$2,449pp
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!

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