Please consider joining the Roosevelt Social Club for an upgrade to reserved seating at our three annual live music social events as well as admission for two people to our annual member-only events in May and at least one other event a year.
In January of 2012, the first Roosevelt Rowing Regatta was held on the Hillsborough River in front of the old Tampa Bay Hotel's Plant Park. It was a fashionable outdoor event where folks in fine attire celebrated the of achievements of athletes competing in a sport that has endured the test of time.
This new club and its schedule of activities embraces the same qualities achieved during those past regattas.
Why Roosevelt? Our nation's 25th President, Theodore Roosevelt, was on the rowing crew at Harvard. He also helped put Tampa on the map when he visited before disembarking for the Spanish-American War in Cuba in 1898 where the famous San Juan Hill battle took place.
Why associate him with live music social events? He was a skilled pianist and supporter of American classical music. While in the White House, he hosted eight musicals per year, each with over 300 attendees, and even composed his own pieces.
For our travel events, the club will make transportation suggestions as well as lodging and some dining reservations, however, members are welcome to make their own plans to travel to our events, where to stay and where to dine, if they like. There will certainly be time for members to explore on their own.
Feel free to call, text or email with any questions and please remember...
Enjoy yourself, it's later than you think!
Ken Walters
Roosevelt Social Club
Executive Director
Events
Island Boating
Boca Grande & Useppa Island
MEMBERS ONLY
May 17-18, 2025
Head of the Charles
Boston, Massachusetts
MEMBERS ONLY
October 17-19, 2025
Palm Beach Polo
Palm Beach, Florida
MEMBERS ONLY
March 22-24 2026
Island Boating
Boca Grande & Useppa Island
MEMBERS ONLY
May 16-17, 2026
San Juan
San Juan, Puerto Rico
MEMBERS ONLY
October 16-18, 2026
Live Music Series
Tampa Bay, Florida
Tropical dance band poolside
August 23, 2025
Live Muic Series
Tampa, Florida
80's dance band - black tie
December 31, 2025
Live Music Series
Tampa Bay, Florida
Southern dance band at the ranch
April 18, 2026
Live Music Series
Tampa, Florida
Latin dance band - Cuban Club
August 22, 2026
27th Celebrate Sinatra
Tampa, Florida
Big band orchestra - black tie
December 31, 2026
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Other Events
Future member events may include concours d'elegance classic automobile shows in Amelia Island, Pebble Beach and Lake Como, steeplechases from Georgia to New York, horse races, polo in the Hamptons, a 4th of July down east celebration in New England and private cocktails parties in Tampa Bay.
Also the Swan House Ball in Atlanta, White House Correspondents' Dinner in Washington, U.S. Open Tennis Championships in New York, U.S. Open Golf Championships in Pebble Beach, The Masters Golf Tournament in Augusta, New Orleans Mardi Gras, boat shows in Palm Beach, Ft. Lauderdale and Miami and Newport and Art Basel in Miami.
Internationally, members could visit Art Basel in Hong Kong and Switzerland, Braemar Gathering Scottish games, Oktoberfest in Munich, Wimbledon in London, Palio di Siena in Italy, Running of the Bulls at San Firmin in Pamplona, Spain, Tour de France, Henley Royal Regatta in the United Kingdom, Bucket Regatta in St. Barths and the Habana Yacht Race to Havana. Suggestions for all events and destinations are welcome.