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Celebrity Eclipse
Celebrity Cruises
Feb 8, 2027 - Feb 19, 2027 (11 Nights)
Fort Lauderdale • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • Bridgetown, Barbados • Grenada • Roseau, Dominica • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$1,724pp
Jim's Onboard Credit
Azamara Journey
Azamara
Jan 14, 2027 - Jan 25, 2027 (11 Nights)
Miami • St. John • St. Thomas • Philipsburg, St. Maarten • Charlestown, Nevis • St John's, Antigua • St. Pierre • Port Elizabeth (Bequia), Saint Vincent and the Grenadines • Grenada • Bridgetown, Barbados
Average Starting Price
$3,699pp
Jim's Onboard Credit
9% OFF
Crystal Grace
Crystal Cruises
Dec 11, 2028 - Dec 22, 2028 (11 Nights)
Fort Lauderdale • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Grenada • Roseau, Dominica • St John's, Antigua • Fort Lauderdale
Average Starting Price
$6,270pp
Jim's Onboard Credit
Star Legend
Windstar Cruises
Dec 27, 2027 - Jan 10, 2028 (14 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 • St. John • Gustavia, St. Barts • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • Great Harbor Jost Van Dyke, British Virgin Islands • Virgin Gorda, British Virgin Islands • San Juan, Puerto Rico
Average Starting Price
$4,504pp
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!

Seabourn Quest
Seabourn
Nov 18, 2028 - Dec 28, 2028 (40 Nights)
Miami • Basseterre, St. Kitts and Nevis • Port Elizabeth, South Africa • Saint Georges, Grenada • Port of Spain, Trinidad • Cruising the Amazon River • Macapa, , Brazil • Cruising the Amazon River • Cruising the Amazon River • Santarem, Brazil • Parintins, Brazil • Manaus, Brazil • Manaus, Brazil • Alter Do Chao, Brazil • Cruising the Amazon River • Devil's Island, France • Castries, St. Lucia • Gustavia, St. Barts • St. John • Miami • San Juan, Puerto Rico • Road Bay, Anguilla • Little Bay, Montserrat • Carambola Beach, Saint Kitts and Nevis • Great Harbour, Jost Van Dyke, B.V.I • Miami
Average Starting Price
$22,139pp
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
$1,503pp
Jim's Onboard Credit
Vista
Oceania Cruises
Dec 5, 2028 - Dec 16, 2028 (11 Nights)
Miami • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Grenada • Roseau, Dominica • Tortola • Miami
Average Starting Price
$4,799pp
Jim's Onboard Credit
Vision of the Seas
Royal Caribbean
Dec 19, 2027 - Dec 27, 2027 (8 Nights)
San Juan, Puerto Rico • St. Thomas • St John's, Antigua • Roseau, Dominica • Grenada • Bridgetown, Barbados • Philipsburg, St. Maarten • San Juan, Puerto Rico
Average Starting Price
$1,129pp
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!

Celebrity Constellation
Celebrity Cruises
Jan 9, 2027 - Jan 16, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • Castries, St. Lucia • Grenada • San Juan, Puerto Rico
Average Starting Price
$716pp
Jim's Onboard Credit
39% OFF
Carnival Firenze
Carnival Cruise Line
Jan 9, 2028 - Jan 23, 2028 (14 Nights)
Port Canaveral (Orlando), Florida • Fun Day at Sea • Amber Cove, Dominican Republic • Fun Day at Sea • Oranjestad, Aruba • Willemstad, Curacao • Fun Day at Sea • Grenada • Bridgetown, Barbados • Dominica • Philipsburg, St. Maarten • St. Thomas • Fun Day at Sea • Fun Day at Sea • Port Canaveral (Orlando), Florida
Average Starting Price
$928pp
Jim's Onboard Credit
9% OFF
Crystal Serenity
Crystal Cruises
Feb 19, 2028 - Feb 29, 2028 (10 Nights)
San Juan, Puerto Rico • St John's, Antigua • Pointe-à-Pitre, Guadeloupe • Castries, St. Lucia • Grenada • Kralendijk, Bonaire • Willemstad, Curacao • Oranjestad, Aruba • Cartagena, Colombia
Average Starting Price
$5,020pp
Jim's Onboard Credit
Silver Spirit
Silversea
Feb 6, 2027 - Feb 18, 2027 (12 Nights)
Miami • San Juan, Puerto Rico • St. John • Oranjestad, Aruba • Kralendijk, Bonaire • Willemstad, Curacao • Grenada • Castries, St. Lucia • Bridgetown, Barbados
Average Starting Price
$5,000pp
Jim's Onboard Credit
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