Overseas adventure travel is a company that organizes trips for those 50+, so you should check that out.
There are a couple of options for single senior vacations. You could travel alone or you could get involved in some tour groups that cater to senior's. A good place to start your research is http://seniortravel.about.com/
As with seniors in any country, there are options for seniors to purchase travel insurance. As a rule it is more difficult to get travel insurance as a senior, so these insurance companies are a blessing. Here are a few sites: http://www.seniorsdiscounts.co.uk/travel-accommodation/senior-travel-insurance-insurance-for-over-50-s.html http://www.world-first.co.uk/home/travel-insurance/seniors.aspx
There are numerous providers which offer insurance to seniors. For some online options you can visit www.ageconcerntravelinsurance.org/ or foxytravels.com/age-concern-travel-insurance/
A good avenue for senior travel is to get in on a tour group package or join a travel club. Seniorcitizenjournal.com will fill you in on some unique travel ideas. Check out seniortravehub.com to join a tour group.
It would really depend on your interests. The world is a very large place! Perhaps you would be interested in low-cost travel groups? Here is an article on how to join a senior travel group www.ehow.com/how_2046604_join-senior-travel-group.html
There are some great senior travel clubs out there. To help find the one that interests you most check out www.sunstoneinteractive.com/.../senior.../single-senior-travel-clubs/.
There are some good answers on this website. To get all your questions answered you can call them directly and speak with someone in your area. www.allaboardbenefits.com/senior-citizen-travel-insurance.htm
There are many travel sites and some will offer discounts to senor citizens. Belonging to senior citizen organizations may net bigger travel discounts.
If you would like to book a trip to senior trip to Hawaii, instead of looking for a travel site, you should go to a travel agent. That way, they can assist you with all of your travel needs, and even possibly get you a hefty discount.
Expedia offers wonderful travel advice. Some of their specials cater specifically to senior travelers. This is helpful as seniors do not like to search for these offers, having them in one place is good.
If you check with your local travel agent, they can find you some local deals for traveling and getting a senior discount. Travelocity and Expedia sometimes might have a senior special. Senior deals are very difficult to find these days except maybe on certain cruises.
When it comes to discounts on food, movies, and travel seniors do have an advantage in that area. Here is a site that has some travel info for seniors: www.onetravel.com/travel/senior-travel-deals.asp