Winston Churchill's Great American Adventure
Winston Churchill’s Great American Adventure

Winston Churchill’s Great American Adventure

Larry Holzwarth - December 23, 2021

Winston Churchill’s Great American Adventure
Special Assistant to the President Edward R. Stettinius offered Churchill the use of his Pompano Beach home for a few days of rest. Wikimedia

12. The Allies signed the agreement they had worked out on New Year’s Day, 1942

Back in Washington, at the White House, Churchill, Roosevelt, and representatives from the Soviet Union and China signed a document entitled A Declaration by the United Nations. Twenty-two other nations signed the same document later. It established the necessity of total victory in the ongoing war. The allies claimed total victory, that is, unconditional surrender, was “…essential to defend life, liberty, independence, and religious freedom.” Over the next couple of days war talks between the British and Americans continued. Churchill later claimed in his memoirs that several of the Americans told him he looked fatigued. Edward Stettinius, a Special Assistant to the President offered Churchill the use of his small bungalow near Palm Beach, Florida, for a few days rest. Whether FDR urged him to do so remains uncertain.

By then Churchill had accomplished his two main goals on the American trip. The Allies had agreed on focusing on the destruction of Germany first. He had won over the US Congress, and a considerable portion of the American press. General George Marshall offered the Prime Minister the use of his personal Army aircraft for the trip. On January 5, 1942, Churchill flew from Washington to West Palm Beach, from whence he was conveyed to Pompano Beach and the seaside bungalow. Dr. Wilson accompanied his charge, as did a few officers of the British delegation. Churchill later described the respite as “…five days…lying about in the shade or the sun, bathing in the pleasant waves…” He also described spotting a large shark. When informed that it was merely a ground shark Churchill noted, “…it is as bad to be eaten by a ground shark as by any other”.

Winston Churchill’s Great American Adventure
Winston Churchill strolling in the White House gardens, January, 1942. Imperial War Museum

13. Churchill continued to work while in Florida

Churchill’s workload did not lessen while he rested at Pompano. Papers requiring his attention were flown to him from Washington, and returned in the same manner when he was through with them. He rewrote several papers on the future conduct of the war effort, based on decisions made in Washington and on changing events. He wrote a paper on the necessity of developing new and better designs for landing craft, to deliver troops and equipment to the future beachheads. On January 10 the party departed Florida, returning to Washington by train. They arrived at Washington’s Union Station that day. Churchill and Roosevelt continued a series of meetings over the next four days, along with the British/American Combined Chiefs of Staff. Churchill’s return travel plans were also formalized over the next few days.

HMS Duke of York had been assigned to carry the Prime Minister back to Britain. However, after three weeks in America the rest of the world knew where the Prime Minister was. Duke of York would be a target for every U-boat in the German fleet, and its departure from Norfolk, or any other American port, duly noted by the German submarines operating off the American coastline. Bermuda offered air cover, and it was determined Duke of York would rendezvous with Churchill’s party there. A small contingent would accompany Churchill in a Boeing Flying Boat, which would convey the Prime Minister to Bermuda. At first, Dr. Wilson was not assigned to Churchill’s party. Appalled at the plan, the doctor interrupted a meeting of the Combined Chiefs to argue his case for accompanying the Prime Minister. He won his argument, and Churchill prepared to depart the United States.

Winston Churchill’s Great American Adventure
After his guest departed for Britain FDR had a map room of his own built in the White House basement. White House

14. Churchill left Washington on January 14, 1942

The entire White House staff gathered to bid Winston Churchill farewell on January 14. So did the President and a no doubt heavily relieved Eleanor Roosevelt. After three weeks of Churchillian behavior she did not share her husband’s good opinion of the British Prime Minister. He hadn’t been gone a week when FDR had a cloak room in the White House basement converted into a Map Room and communications center, along the lines of Churchill’s. The White House Map Room was a restricted area. Not even the Secret Service were allowed in. It was staffed by officers of the US Army and Navy, and the President visited it whenever he felt the whim to do so. He did so frequently. His long career as a stamp collector had made him a lover of maps, and he enjoyed the privacy of the room.

For the rest of the war, all communications between the White House and Churchill, Stalin, and Chiang Kai-Shek were filed in Roosevelt’s Map Room. It was staffed 24 hours per day. Situated near the elevator used by Roosevelt to move between the residence and his office, it was convenient for the President. It became his habit to visit the Map Room twice a day, in the morning on his way to work and in the evening before retiring. It was a habit he learned from Churchill, and adopted wholeheartedly. During major military operations he could visit the Map Room several times as the day unfolded, following the progress on maps provided to the President by the National Geographic Society. Meanwhile, Eleanor regained the use of the Monroe Room, and the rooms occupied by Churchill were aired out and thoroughly cleaned of the evidence of his ever-present cigars.

Winston Churchill’s Great American Adventure
A Boeing 314 Flyinng Boat operated as the Yankee Clipper in 1939 by Pan American World Airways. Library of Congress

15. Churchill’s return plans changed enroute

Churchill traveled by train to Norfolk, where he boarded the Flying Boat, the Royal Mail Aircraft (RMA) Berwick. A Boeing 314 Flying Boat, it offered commodious spaces to a limited number of passengers. It also served good food. During his journey, Churchill and his party consumed shrimp, ham, chicken, pears, beets, and other cold buffet items, as well as tea and coffee. The record is silent on whether Churchill had access to brandy or another alcoholic libation during the flight. Accompanying Churchill in the aircraft were Dr. Wilson, Sir Dudley Pound, First Sea Lord of the Admiralty, the Minister for Aircraft Production, Lord Beaverbrook, and Air Chief Marshall Charles Portal. Churchill and party departed from Norfolk, arriving in Bermuda late in the day. During the flight the Prime Minister spent a considerable amount of time with the pilot, Captain John Kelly-Rogers.

Kelly-Rogers was a well-known and highly skilled pilot, and Churchill found him knowledgeable and affable. During the flight to Bermuda, where he was to board Duke of York, Churchill learned that with a full load of fuel, Berwick could easily reach Britain from the island. At that time, no national leader had flown across the Atlantic, a distinction which tickled Churchill’s fancy. Arguing that flying to England from Bermuda would save several days of the Prime Minister’s valuable time, and that Duke of York would be freed for duties more in line with the reason it had been built, he suggested flying home to his companions. They agreed, provided the aircraft approached the British coast outside the range of the German Luftwaffe. Upon arrival in Bermuda, the aircraft was refueled, the flight plan filed, and Churchill set off on the last leg of his trip to and from the White House.

Winston Churchill’s Great American Adventure
Winston Churchil at the controls of RMA Berwick on the last leg of his trip home, January 16, 1942. Wikimedia

16. Both the Luftwaffe and the Royal Air Force scrambled to intercept Churchill’s airplane

During the flight from Bermuda, Kelly-Rogers’s navigation left something to be desired. Or perhaps it was Churchill’s piloting. For approximately twenty minutes of the return flight, Churchill took the controls of the airplane. At least, that is what he later claimed. A photograph exists which shows Churchill seated in the left-hand pilot’s seat, cigar clenched in his mouth, the wheel clenched in his hands. Churchill himself later declared the decision to return home by air, rather than aboard Duke of York, to have been rash. Considering the others of his party, he wrote, “I thought perhaps I had done a rash thing in that there were too many eggs in one basket”. As the plane drew closer to England, it appeared on German radar at the port of Brest, where an important submarine base and naval installation stood.

German Luftwaffe fighters were scrambled to intercept the airplane, though the Germans had no idea it was carrying Winston Churchill and several highly-ranked British officials. Regardless, the fighters failed to find the airplane before running short of fuel and returning to base. The aircraft flew on, maintaining radio silence. Churchill later wrote that in addition to the Germans, six Royal Air Force Hurricane fighters also scrambled to intercept the flying boat, and they too failed to spot the large aircraft. Given the state of the British radar and command and control system, which had contributed so much to the success of the RAF in the Battle of Britain, this seems unlikely. Shortly before ten o’clock in the morning of January 17, 1942 and after an eighteen-hour flight, Berwick landed in Plymouth. Winston Churchill’s American adventure had come to an end. He would have more as the war went on.

Winston Churchill’s Great American Adventure
Seated, Admiral Ernest King, Winston Churchill, and FDR at the Casablanca conference in 1943. Imperial War Museum

17. Churchill was re-examined by physicians after his return to London

When Churchill returned to London Dr. John Parkinson examined the 67-year old Prime Minister, giving him a full battery of the then available tests, in the presence of Dr. Wilson. His findings did not support the diagnosis than Churchill had a cardiopulmonary event in the White House. Nor did his findings support a diagnosis of angina. So, what had happened the night of December 26 in the White House? Several possibilities have been proposed in the years since, but Churchill never had another such attack. He came to believe he had strained a muscle overexerting himself in an attempt to open the window. Dr. Wilson remained firmly of the opinion he had suffered a mild heart attack, and he did not record Dr. Parkinson’s findings in the medical diary he kept regarding his patient. After Churchill’s death the “fact” he had suffered a heart attack in 1941 emerged.

Churchill’s doctors did advise him to slow down. Shortly after his return to London he began planning several other trips; to India to meet with Chiang Kai-Shek, and to Cairo, to address the situation regarding the British troops in the Middle East. In March he confided to Anthony Eden that he was considering a trip to Teheran, as it was then spelled, in order to meet with Joseph Stalin. He mentioned that he may consider going all the way to Moscow should Stalin hesitate to leave Russia during the critical counterstrikes that Spring against the German Army. Far from slowing down, Churchill increased his workload, entering into the detailed planning for the proposed invasion of North Africa, designated Operation Torch by the Combined Chiefs of Staff. And he maintained his extensive correspondence with FDR in Washington.

Winston Churchill’s Great American Adventure
American troops prepare to hit the beach at Oran during Operation Torch, November, 1942. Wikimedia

18. Churchill returned to the United States in June, 1942

On June 17, 1942, Winston Churchill departed Stanraer, Scotland in another flying boat, operated by BOAC pilots under military orders. He arrived in the United States at Baltimore, and departed by train for Franklin Roosevelt’s home on the Hudson at Hyde Park, New York. While there Churchill observed the mothballed fleet in the Hudson River, and hit upon the idea of sinking some of the vessels to protect the landing sites of invasion troops. FDR like the idea, and turned it over to the Navy for consideration. The Navy was not particularly enamored with the idea, but it eventually led to the development of the Mulberry Harbors used in the D-Day invasion two years later. Roosevelt and Churchill remained at Hyde Park for two days, before moving to Washington for the Second Washington Conference. The hastily arranged meeting planned the invasion of North Africa known as Operation Torch.

Even at that late stage, FDR still supported the idea of an invasion across the Channel into France. He received continuous messages from Joseph Stalin demanding a second front in Europe, and the Russian had made clear he did not consider an attack on French North Africa a second front. At the end of the conference, FDR made a decision which had a tremendous impact on the rest of the war in Europe. Dwight Eisenhower was named to command all American forces in the European Theater of Operations. Later, Ike would be elevated to Supreme Commander of Allied Forces in Europe, placing the Free French under deGaulle and the British Army, Navy, and Air Forces under his command. Churchill concurred with the idea, to the dismay of some of his own generals, including Montgomery.

Winston Churchill’s Great American Adventure
Eleanor Roosevelt, here with Churchill’s wife Clementine, had a long and and often contentious relationship with Winston. Wikimedia

19. Eleanor Roosevelt’s opinion of Churchill evolved over time

In March, 1965, two months after Churchill’s death following a series of strokes, Eleanor Roosevelt published an article in Vanity Fair discussing her relationship with the famed Englishman. It was decidedly mixed. In it she made several comments of a less than complimentary nature. “I have to confess I was frightened of Mr. Churchill”, she wrote. “I was solicitous for his comfort, but I was always glad when he departed…” She referred to his working hours late at night as “unconscionable”. The article also revealed the fact that Churchill had long expected and planned for a visit to Britain by FDR. Eleanor was on a trip to that country when Churchill showed her the rooms, modified to accommodate Roosevelt’s wheelchair, in Number 10 Downing Street. Further modifications were made at his country residence, Chartwell.

Though Eleanor made several trips to Great Britain during the war, FDR never did. He traveled to Casablanca, Teheran, and Yalta, to meet with Churchill and Stalin, but for British trips he preferred to send his trusted aide Harry Hopkins, or another aide, to represent him. He also made lengthy trips to the Pacific to meet with Admiral Nimitz and General MacArthur. But though Churchill invited him several times, and suggested they meet in Great Britain, FDR never accommodated him. He preferred their meetings to occur in the White House, or on neutral territory, as at Casablanca, in then American controlled Morocco. The reason was political, FDR reasoned there could only be one head man, and that was he, as far as the Allies were concerned. Churchill and Stalin’s war efforts were dependent on American aid, not the other way around.

Winston Churchill’s Great American Adventure
FDR, Churchill, and entourage at the Quebec Conference in 1943. Wikimedia

20. Churchill’s 1941 trip to Washington altered the course of the war

When Churchill arrived in Washington just before Christmas, 1941, America was a long way from being on a war footing. Coastal cities opposed the idea of a blackout, rationing had not yet begun, and the extent of the disaster at Pearl Harbor remained hidden from the public. Jingoism over the fate of Japan drowned out harsh reality. Churchill’s visit changed much of that. Though he exhorted America and Britain to work for the ultimate victory, he also frankly acknowledged it would present a long, hard, and frequently discouraging war. His soaring oratory and frank assessments endeared him to the American people, even those who just three weeks before had opposed American aid to Britain. After Churchill’s visit, the Anglo-American partnership never wavered through the course of the war. That had been his most important goal.

Churchill and Roosevelt met several more times during the war, and maintained a lengthy correspondence in letters, notes, telegrams, and official documentation. As the war went on he visited Roosevelt’s Hyde Park home, the Presidential retreat at Shangri-La, later known as Camp David, and several other sites in the United States. Yet none of these communications and visits carried the importance of his December, 1941, journey, across a stormy Atlantic crawling with German U-boats. It was that visit which established the United States and its Allies would concentrate on the complete destruction of the Nazi’s power and ability to make war, to the detriment of the Pacific effort. That war began in earnest in 1942, with American bombers striking targets in Europe, and Allied troops landing in French North Africa in November, the first step on their journey to the Rhine.

Where do we find this stuff? Here are our sources:

“Christmas at the White House with Winston Churchill”. Meredith Hindley, HUMANITIES. Fall, 2016.

“Churchill’s Character: A Rigid Daily Schedule”. Cole Feix, The Churchill Project, Hillsdale College. February 6, 2019. Online

“Mr. Churchill in the White House”. Robert Schmuhl, White House Historical Association. Online

“Battle of Wake Island”. Article, History Net. Online

“Operation Torch: Invasion of North Africa, 8 – 16 November, 1942”. Article. Naval History and Heritage Command. Online

“1941-1953 National Christmas Trees”. Article, President’s Park. National Park Service. Online\

“Allied visits to Mount Vernon during the Second World War”. Article, George Washington’s Mount Vernon. Online

“Winston and Washington: Remembering Churchill’s romance with wartime Washington DC”. Michael E, Ruane, The Washington Post. October 27, 2016. Online

“‘My Day, 12-27-1941′”. Column, Eleanor Roosevelt. Reprinted at the White House Historical Association. Online

“Churchill Addresses Congress”. Article, Art and History, US Senate.gov. Online

“Did Winston Churchill suffer a myocardial infarction in the White House at Christmas 1941?” J. Allister Vale, John W. Scadding, Journal of the Royal Society of Medicine. 2017. Online

“Winston Churchill”. Article, Yousef Karash (photographer). Online

“Winter 1942” Article, International Churchill Society. March 12, 2015. Online

“In the darkest days of World War II, Winston Churchill’s visit to the White House brought hope to Washington”. Erick Trickey, Smithsonian.com. January 13, 2017

“FDR’s White House Map Room”. Article, Franklin D. Roosevelt Presidential Library and Museum. Online

“Getting There: Churchill’s Wartime Journeys”. Christopher H. Sterling, International Churchill Society. May 1, 2013. Online

“The Most Daring Flight of the Whole War”. Article, Pan American Historical Foundation. Online

“Medical mystery: Winston Churchill’s most secret battle”. Allan B. Schwartz, Philadelphia Inquirer. November 24, 2017

“The Second Washington Conference”. Papers, Office of the Historian, US Department of State. Online

“The ‘Special Relationship’. Churchill, Roosevelt, and the Emergence of the Anglo-American Alliance”. Article, FDR Presidential Library and Museum. Online

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