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October 2026

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Celebrity Eclipse

Celebrity Cruises

Jan 17, 2027 - Jan 29, 2027 (12 Nights)

Fort Lauderdale • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • Bridgetown, Barbados • Willemstad, Curacao • Kralendijk, Bonaire • Oranjestad, Aruba • Fort Lauderdale

Average Starting Price

Apr 9, 2028 - Apr 16, 2028 (7 Nights)

San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • Willemstad, Curacao • Oranjestad, Aruba • San Juan, Puerto Rico

Average Starting Price

Apr 20, 2028 - Apr 27, 2028 (7 Nights)

Zeebrugge (Bruges), Belgium • Antwerp, Belgium • Ghent, Belgium • Middelburg, Germany • Veere, Netherlands • Veerse Meer Scenic • Bruinisse, Netherlands • Bruinisse, Netherlands • Willemstad, Netherlands • Rotterdam, Netherlands • Rotterdam, Netherlands • Amsterdam, Netherlands • Amsterdam, Netherlands

Average Starting Price

Apr 10, 2027 - Apr 17, 2027 (7 Nights)

Amsterdam, Netherlands • Rotterdam, Netherlands • Antwerp, Belgium • Ghent, Belgium • Veere, Netherlands • Middelburg, Germany • Willemstad, Netherlands • Amsterdam, Netherlands • Amsterdam, Netherlands

Average Starting Price

Apr 8, 2027 - Apr 15, 2027 (7 Nights)

Average Starting Price

Dec 28, 2028 - Jan 7, 2029 (10 Nights)

San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • Martinique • Bridgetown, Barbados • Oranjestad, Aruba • Willemstad, Curacao • San Juan, Puerto Rico

Average Starting Price

$1,650pp

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!

Regal Princess

Princess Cruises

Nov 4, 2028 - Nov 19, 2028 (15 Nights)

New York, New York • Tortola • St. Kitts • Martinique • St. Lucia • Bridgetown, Barbados • Oranjestad, Aruba • Oranjestad, Aruba • Willemstad, Curacao • Fort Lauderdale

Average Starting Price

34% OFF

Dec 27, 2026 - Jan 4, 2027 (8 Nights)

Miami • Celebration Key • Fun Day at Sea • Fun Day at Sea • Oranjestad, Aruba • Willemstad, Curacao • Fun Day at Sea • Fun Day at Sea • Miami

Average Starting Price

Dec 3, 2026 - Dec 12, 2026 (9 Nights)

Miami • Oranjestad, Aruba • Willemstad, Curacao • Cabo Rojo, Dominican Republic • Nassau • Miami

Average Starting Price

$690pp

Jim's Onboard Credit

FREE Specialty Dining Meal

Star Pride

Windstar Cruises

Mar 6, 2028 - Mar 20, 2028 (14 Nights)

Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Gustavia, St. Barts • Great Harbor Jost Van Dyke, British Virgin Islands • Virgin Gorda, British Virgin Islands • 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

Apr 2, 2027 - Apr 11, 2027 (9 Nights)

Amsterdam, Netherlands • Hoorn, Netherlands • Enkhuizen, Netherlands • Enkhuizen, Netherlands • Nijmegen, Netherlands • Maastricht, Netherlands • Antwerp, Belgium • Willemstad, Netherlands • Rotterdam, Netherlands • Amsterdam, Netherlands • Amsterdam, Netherlands

Average Starting Price

Feb 5, 2028 - Feb 13, 2028 (8 Nights)

Fort Lauderdale • Willemstad, Curacao • Oranjestad, Aruba • Cabo Rojo, Dominican Republic • Perfect Day Cococay • Fort Lauderdale

Average Starting Price

$1,835pp

Jim's Onboard Credit

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