Suzanne
ahh, this is killing me, Ive wanted to move back for a while and this is doing it.
I think for two nights Point Pleasant should be fine. We had some friends who lived there but that's over a year ago now. Another suggestion is Cabrita Point, they have some nice condo's, Julianna who manages them is great. Not sure if they'll have them for two days though. Might also try Cow Pet or Saphire Beach for condos.
There are some coupon books at the airport, I don't remember Horizons being in them though. Ask them when you call, I'm sure if they do have coupon they'd honor it since you would get it when you land.
If was off season I'd say it's ok to wait to book your boat trip but if you're planning your days it wouldn't hurt to book in the next couple of months. That time of year if you wait till you are on island you may/may not get on. Also they do a great sunset sail over to Christmas Cove on St. John (where the Beatles hung out back in the day and supposedly an inspiration for "Octopuses Garden.") It's a nice sail over, anchor to watch the sunset and have dinner / drinks and then back.
mmm food and drink. Off the Hook that I mentioned before is great. It's at Red Hook at AYH (American Yacht Harbor). Just next door for a snack before or after diving with Chris Sawyer is Burrito Bay, great sandwiches. Can be a bit of a wait but remember "island time" it is real. Other places, Bolongo has a nice restaurant on the beach, also if you make a trek to St. John, Asolare is over the water and has a spectacular sunset. Make a reservation for 6ish (or when they open) get there early (others will) to get a balcony seat. Another great east end place is Blue Moon Café. I havent been to Havana Blue but friends who live on the island say its good. Have a sushi crave try Budda Bar, across from fish hawk marina.
Fungis is usually a tourist stop, its on the water and right near point pleasant, so if you are staying there its probably worth a dinner or drink at least. Hang with the locals at Jacks in Tutu Gardens. Great wings, and I think they still do the Thursday specials. If you want to splurge on a Sunday the brunch at the Ritz Carlton is amazing and the view is great. We use to go early, bring a book and eat for about 3-4 hours then go take a nap on the beach. That's island life!
Drinks: Foxy's lager is GREAT, although on St Thomas (at least) it's not really drunk by the locals. Much consumed "local" beer is Heineken, called greenies. Just order two greenies from the bar tender, to see what I mean. Cruzan Rum both the light and dark as well as flavored are good as mixers. Go to Cost U Less for the best prices beer and liquor. For example its $4 ish at Cost U Less for a bottle and its $12 for the same bottle in Chicago. On the boat, hmmm on my outings we started with hibiscus (champagne and cranberry) and usually moved to Pain Killers some time later, Have one at Pussers and Soggy Dollar bar on your BVI trip to compare.
If you go to St. John, remember no s, its not Johns. Get off the people ferry take a left around the small park and follow the road to the T. Its about 3 minute walk. Theres a small bar with 2 for $3 Presidente beers, get two. Take a right at the T, go past Duffys take a left and youll run into Woodys. Stop. Maybe Kenny Chesney or Kid Rock are hanging out, if they are on island they may be there. Do your shopping before Woodys or you might not shop at all. Also buy your round trip ferry ticket when you go over so you can just get on, handing them the return ticket.
Whew, ok probably more than you wanted to know. let me know if I can be of more help.
Remember Keep Left, especially when turning corners, seems thats where people forget and swerve into the other lane. Maps are available at the airport and its not that hard to find your way. However the Map has road numbers, no one know the road by the numbers only by name so dont be afraid to ask.
chris