Puerto Rico is the most gay-friendly destination in the Caribbean, with lots of accommodations, restaurants, clubs, and bars that actively cater to a gay clientele.
A good source is www.orgulloboricua.net, which is a Web portal for the island's gay and lesbian community; it has an introduction for visitors in English. In Spanish is radio show/Web blog www.saliendodelcloset.org, which involves leading figures in the gay community and has links to several points of interest.
The International Gay & Lesbian Travel Association (IGLTA; tel. 800/448-8550 or 954/776-2626; www.iglta.org) links travelers up with gay-friendly hoteliers, tour operators, and airline and cruise-line representatives. It offers monthly newsletters, marketing mailings, and a membership directory that's updated once a year. Membership is $225 yearly, plus a $100 administration fee for new members.
Above and Beyond Tours (tel. 800/397-2681; www.abovebeyondtours.com) offers gay and lesbian tours worldwide and is the exclusive gay and lesbian tour operator for United Airlines.
Now, Voyager (tel. 800/255-6951; www.nowvoyager.com) is a San Francisco-based gay-owned and -operated travel service.
Olivia Cruises & Resorts (tel. 800/631-6277; www.olivia.com) charters entire resorts and ships for exclusive lesbian vacations and offers smaller group experiences for both gay and lesbian travelers. (In 2005, tennis great Martina Navratilova was named Olivia's official spokesperson.)
Gay.com Travel (tel. 800/929-2268 or 415/644-8044; www.gay.com/travel or www.outandabout.com) is an excellent online successor to the popular Out & About print magazine.
The following travel guides are available at many bookstores, or you can order them from any online bookseller: Spartacus International Gay Guide (Bruno Gmünder Verlag; www.spartacusworld.com/gayguide) and Odysseus: The International Gay Travel Planner (Odysseus Enterprises Ltd.), both good, annual, English-language guidebooks focused on gay men; and the Damron guides (www.damron.com), with separate, annual books for gay men and lesbians.
Note: This information was accurate when it was published, but can change without notice. Please be sure to confirm all rates and details directly with the companies in question before planning your trip.