Two weeks will give you a chance to see a fair amount. Be sure to get a copy of Chris Doyle's Cruising Guide to the Leeward Islands
. You'll get a lot of ideas of what you might want to see from reading it.
I'm sure you'll spend some time poking around St. Martin. Don't miss the fabulous restaurants in Grand Case, and Tintamarre is a nice lunch stop.
On St. Barths, Anse du Colombier is a pretty anchorage with hiking ashore. We rented a car in Gustavia and did a little touring and visited the pretty beach at Saline. Stop at little Ile Forchue for some snorkeling and stark, moonscape scenery. You can hike there, too.
is an easy day's sail from St. Barth's (45 nm). If you get down this way, my advice is to clear in at Charlestown in Nevis
off the Double Deuce restaurant on Pinney's Beach. There are a number of fun beach bar/restaurants along Pinney's Beach. Basseterre, St. Kitts is not a very good spot to anchor
or clear in for a variety of reasons. You can visit the bays on the SE peninsula of St. Kitts easily from Nevis. Ask the customs
agent to list them on your cruising permit
is uniquely beautiful and the people are friendly. The moorings at Ladder Bay are exposed, so you'll roll uncomfortably if there's a swell running, but it's fine in settled conditions. The diving
is excellent--not to be missed. Contact Dive Saba to make arrangements.
is probably out of reach on a two week charter
, unless you particularly want to see it and don't mind the loooooong upwind beat to get there.
You should have a great time.