I think our favorite itinerary so far was an 18-day cruise that started in Sydney, and ended in Honolulu. Stops along the way included New Zealand, and French Polynesia (Tahiti, Moorea and Raiatea). During the cruise, we crossed the International Date Line (got to do Thursday twice!), as well as the Equator. Another favorite was a Med cruise that started in Venice (Ravenna), and ended in Barcelona. For a quick hit to see if you like cruising, try a 7-day Caribbean offering. But, I would recommend booking one that embarks in San Juan, Puerto Rico. Those cruises go deep into the southern Caribbean, and are more port intensive (fewer sea days).
For our taste, a 21-day cruise is right at the edge of being "too long." We have done that once, and probably would not do it again. 14 days is kind of the sweet spot, and can easily be done with two 7-day cruises back to back.
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