Kenwood Cup 1986 - Part 2

This post follows an earlier article about the 1986 edition of the Kenwood Cup (formerly the Clipper Cup) that featured photographs by Sharon Green. The following gallery includes photographs by Guy Gurney and Phil Uhl.

Windward Passage at full power on a reaching leg during one of the triangle races (photo Guy Gurney)

Jubilation, a Frers-designed 53-footer, finished in third place in Class B (photo Guy Gurney)

Challenge III, a Frers 43-footer, sailing for Australia

Some of the competing yachts from New Zealand berthed outside the Waikiki Yacht Club (left to right, Starlight Express, Black Sheep, Night Raider, Thunderbird and Mad Max), photo Phil Uhl

More views of Jubilation (photos Guy Gurney)

The New Zealand Davidson 40 Mad Max, second overall in Class D (photo Phil Uhl)

Tomahawk seen here leading Crazy Horse down the North Shore of Molokai (photo Phil Uhl)

Foredeck action aboard Maxi-yacht Sorcery, the eventual winner of Class A (photo Guy Gurney)

Windward Passage powers upwind on her way to third place in Class C (photo Guy Gurney)

The programme cover for the 1986 Kenwood Cup, featuring The Shadow from the 1984 edition (photo Phil Uhl)

Article dated April 2026

The Shadow (Soverel 55)

The Shadow was a 55-foot Mark Soverel design, commissioned and owned by Richard Rogers, who was based in California and a newcomer to ocean racing. The Shadow was of the same era as Soverel’s smaller 43-foot design Locura and in general design terms she had some similar characteristics, featuring a broad stern and notable ‘S’-curve in her hull profile that minimised hull depth around the After Girth Station, to offset width in this area and reduce the likely after girth penalty measurement that she would have incurred. She also had a proportionally generous sail plan, set on a 15/16th fractional rig, and carried a reasonably high rating of 47.0ft. According to a Sports Illustrated article at the time, the yacht was named after a pulp magazine hero and 1930s-40s radio detective – she had a small tender named Margot Lane (The Shadow’s girlfriend), and the crew played tapes of The Shadow’s eerie laughter when coming in to dock.

The Shadow rounding a mark during the 1984 Clipper Cup, with the Farr 58-footer Orlanda close behind (photo Phil Uhl)

The Shadow was launched in September 1983, just two weeks before the St Francis Yacht Club’s Big Boat Series of that year. She raced in the City of San Francisco Perpetual Class Trophy division, where she finished second to the Peterson 55 Bullfrog, with placings of 3/3/3/1/1.

The Shadow, seen here during the 1983 Big Boat Series (photo John Hooker)

With that strong start she went on to race in the 1984 SORC, by now with a much more optimised rating of 45.8ft. Rogers had hoped that The Shadow would be able to compete in Class B in the SORC, but then Running Tide, a 12-year-old 60-footer with an age allowance that gave her a slightly lower rating than The Shadow's, also arrived. Running Tide's owner, Al Van Metre, asked to compete, as he had before, in Class A with the 70- and 80-foot Maxis. Race officials deferred to his wishes and so moved the similarly-rated The Shadow up, too.

The Shadow ghosts along in light airs (photographer unknown)

With her favorable time allowance relative to the Maxis and weather conditions that benefited smaller boats, The Shadow dominated the results in Class A, finishing first on corrected time in five of the six races and taking overall class honours. She was a less impressive in the overall fleet results, placing 26th, but the top placings were dominated that year by yachts in the smaller divisions, and in particular the crack One Tonners in Class E (such as the German yacht Diva, the top boat in the 1983 Admiral’s Cup).

"The maxis were intensely disappointed that we were in (Class) A", said Rogers in his interview with Sports Illustrated at the time, "and I agree with them. I think they should have their own class. I think it would've been more fair and more fun. It's hard to race a business against a boat like The Shadow".

The Shadow in or about 1984 (photographer unknown)

"The business" Rogers referred to is that of maxi management. Running a Maxi yacht, with a crew of more than 22, with an elaborate shore-support system, a tender, a sail program, and much much more, and moving them from regatta to regatta around the world (because that's where the maxis race, everywhere) is a demanding business. The most visible of the Maxi owners was Jim Kilroy, the owner and campaigner of not one but two dominating maxi yachts— Kialoa IV, which finished second to The Shadow in Class A, and his older Kialoa III which was being readied to compete at Antigua Race Week.

Kilroy, too, didn't think The Shadow should have raced in Class A, but his complaint, like Rogers', was with the race officials. "A 23-foot racing spread is a lot for one class", was all he would say publicly, but as spokesman for the Maxi owners, the men who spend the most on the sport, he had much to say behind closed doors to the SORC officials. Not unreasonably, the Maxi owners felt that if they go to the trouble of showing up for an event, lending it glamour, prestige and publicity it wouldn't otherwise have, they should be treated with greater consideration.

The wide and powerful stern sections of The Shadow are visible here in this image from the 1984 Clipper Cup 

It is likely that The Shadow would have done pretty well in Class B. Her wide stern sections, which Rogers calls 'Soverel training wheels' because they prevent the boat from heeling excessively, ran counter to the current thinking in new boats, most of which have moderately tapered sterns. "I wouldn't call Soverel a radical departure, but he's certainly different", says Rogers. Because she resists heeling, The Shadow was never reefed in the whole of the SORC series. Her greatest sail reduction was during the big winds of the St. Petersburg to Fort Lauderdale race, and that was to change down to a No. 3 jib. "If The Shadow had had a masthead rig, I would have had to shift down to the #2 genoa as the wind came up", Soverel explained. "But with a fractional rig like this one, you have the flexibility to power the mainsail up or down. With a fixed foretriangle area you have no flexibility. You've got to change your headsails”. The power inherent in The Shadow's length and overall stability resulted in the reported need for extensions to be welded to her winch handles to ensure enough runner tension could be applied to her lofty rig.

The Shadow sets off on a reaching leg during the 1984 Clipper Cup with Swiftsure to the right (photo Yachting magazine)

The Shadow then went on to compete in the 1984 Clipper Cup in Hawaii. At this regatta she raced in Class B, with a slightly increased rating of 46.2ft, alongside such yachts as the Frers 51 Tomahawk (ex-Margaret Rintoull III), the Peterson 55 Checkmate (ex-Bullfrog), the Farr 58 Orlanda and the Frers 50 Carat (ex-Retaliation). She ended up a surprise winner of this class, with results of 4/4/4/6/1. Although she had a very capable crew, she was out-performed by Checkmate and Tomahawk in the first four races.

The Shadow leads (just) Checkmate in power reaching conditions during the 1984 Clipper Cup (photo Charles P. LeMieux III | Yacht Racing & Cruising magazine)

Adequate righting moment in the typically breezy conditions had proved to be an essential ingredient for the top boats in the fleet, as witnessed by the performance of Checkmate and Tomahawk, which were two of the stiffest boats there. Soverel said later that The Shadow was ballasted to give a minimum Centre of Gravity Factor (0.968), to minimise her rating, which in hindsight proved to a mistake.

Breezy conditions during the 1984 Clipper Cup put a premium on crew-work, here the foredeck crew prepare for a gybe aboard The Shadow (Bruce C. Brown | Yacht Racing & Cruising magazine)

However, in the final race, the Round the State, points were heavily weighted (three times that of the Olympic tracks). During that race, Soverel noted that they started to feel disturbed wind as far as 200 miles out from the Big Island, possibly from other smaller islands up to windward. Later the wind really started to act strangely, “The Shadow would be doing a steady eight knots, just about on the wind, in a nice 20-22 knot trade wind, when suddenly, boom, we’d run into a light spot – maybe 8-10 knots of wind – that would last five or ten minutes, then we’d be back in the breeze. That happened a few times, then we hit a big hole and the breeze went from NNW into the south, so we tacked over onto the starboard tack layline. From here, maybe 60 miles out from the island, the air was light and fluky – sometimes we used a spinnaker – all the way to South Point. Once around the point it turned back into another nice race. The trades just collapse on the back sides of those islands. You get all kinds of different things – thermals, back-eddies and so on”.

The Shadow, seen here leading Checkmate and Jubilation during the 1984 Big Boat Series (photo Sharon Green | Ultimate Sailing)

While Soverel and his team managed to keep The Shadow to the fore in the tricky breezes, Checkmate’s long beat out to South Point knocked her out of the running, opening the door for The Shadow to earn class honours for the race and, by a single point over Tomahawk, for the series. She also finished fifth in the overall fleet standings (with placings of 11/10/14/8/7). The Shadow also formed part of the New York YC team, alongside Nirvana and Artemis, which beat the Royal Akarana YC team from New Zealand (Anticipation, Exador and Shockwave) in the club teams competition.

The Shadow (on port) in a close race with Orlanda during the 1984 Big Boat Series (photo L Gee | Facebook)

The Shadow then returned to San Franciso for the 1984 Big Boat Series, where Tomahawk managed to prevail for Class B honours, with The Shadow finishing second. She competed again in 1985, but did not feature in the top places.

The Shadow races alongside Checkmate during the 1985 Big Boat Series (photographer unknown)

Her racing career after that is not known, and she didn’t compete in the large Class B fleet that assembled for the 1985 SORC, and did not compete in the 1986 Clipper Cup. However, she has been sighted more recently in Greece, and is understood to be in good sailing condition.

The Shadow, as seen in Lefkas, Greece in 2023 (photo Bohumil Kafka | Facebook)

   

Article dated June 2025

Big Boat Series - 1985-1990

The IOR 50-footer Abracadabra powers across a startline during the 1987 Big Boat Series (photo Phil Uhl)

The St Francis Perpetual Trophies Regatta, which became known as the Big Boat Series, was an annual regatta hosted in San Francisco Harbour by the St Francis Yacht Club, first run in 1964. After the unprecedented cancellation of the 2001 edition of the series, Latitude 38 magazine published a retrospective on the regatta, which itself was an update of its September 1993 article titled '30 Years of the Big Boat Series - Thanks for the Memories'. I have combined this overview of the results for the 1985-1990 period and have included a 'Sail' magazine article covering the 1985 regatta and some spectacular photos from Sharon Green, Guy Gurney and Phil Uhl. An earlier article featuring the 1978-1984 regattas can be seen here.

The Reichel/Pugh 43-footer Sidewinder sails downwind in typically fresh conditions during the 1985 Big Boat Series (photo Sharon Green | Ultimate Sailing)

The 1985 Big Boat Series demonstrated once again that it pays to have a new boat, but not too new. The regatta, held from 15 to 21 September, featured five class winners (amongst the 54-boat fleet) that were recently built but had enough miles for rethinking, redesigning and rebuilding. The Reichel/Pugh 43 Lobo was sailing on its second keel, as was the Nelson/Marek 49 Crazy Horse, which was also on its seventh rudder.

Coyote in a hotly contested fleet of 40-footers, with Bondi Tram visible to leeward (KA-806) during the 1985 Big Boat Series (photo Phil Uhl)

The 1985 edition was also notable for the support of the ‘new’ One Ton class, with only 0.3ft of rating separating the 15 smallest 40-foot boats, racing for the Rheem Trophy in a class that included ten One-Tonners and featured the toughest competition of the week. Constant changes in fortune kept the outcome in doubt until the final day, when a second place for John MacLaurin’s Davidson-designed Pendragon put them ahead of the Andrews 39 Impact. The Beneteau 39 Coyote (Irving Loube) and the Farr 40 General Hospital were close behind.

Fujimo leads Carat and Blade Runner during the 1987 Big Boat Series (photo Guy Gurney)

The San Francisco sea-breeze funneled in over the race area like clockwork, building to over 20-knots each day. Early races were sailed entirely on flood tides, which put a premium on upwind speed. This was no problem for Lobo, skippered by Tom Whidden, which won three races and Keefe-Kilborn Trophy, and edging out the Reichel/Pugh 42 It’s OK and the Nelson/Marek 41 Clockwork.

Abduction runs downwind alongside Lobo, seen here during the 1987 Big Boat Series (photo Phil Uhl)

Two members of the 1985 US Admiral’s Cup team competed against eight other boats for the Atlantic Perpetual Trophy. After a rushed trip to California from England, Bill Power’s Nelson/Marek 43 High Roler set the pace, winning three races to lead from the Frers 43 Shockwave and fellow team boat Sidewinder, a Reichel/Pugh 43. Meanwhile, Crazy Horse won four straight races in the City of San Francisco Trophy. She was the third lowest rating boat in a class of ten boats with a rating band of 10.7ft. The flood tides gave the bigger boats more time to work clear, but on the Bay, courses are tight, with short legs and turning marks that come around nearly as soon as a sail can be packed. That kept Crazy Horse within striking distance of quicker yachts such as the Soverel 55 The Shadow and the Frers 50 Tomahawk (second). The 1984 winner of this class, Blade Runner, was third.

The amazing spectacle of the Big Boat Series in the late 1980s captured here by Sharon Green (Ultimate Sailing) - left to right Cadenza, Shockwave, Camouflage, Blade Runner and Mauni Lani Flash

Blade Runner with her colourful spinnaker and blooper set and backlit by the Californian sun during the 1987 Big Boat Series (photo Phil Uhl) 

The 1986 series featured 53 boats. Gary Appleby's Farr 40 Sagacious came up from Australia to win the subjective 'overall boat of the series', a new award; bumper stickers and buttons proclaiming 'Shit Happens' made their first recorded appearance; Shockwave's 'Twisted Sisters' set a torrid fashion pace. IOR I - Infinity; IOR II - Roller; IOR III - Sleeper; One Ton - Sagacious.

Carat VI sails downwind during the 1987 Big Boat Series, with Locura visible to the left (photo Phil Uhl)

Another shot of Blade Runner, seen here on a reaching leg during the 1987 Big Boat Series (photo Phil Uhl)

Carat VI (left) and Fujimo during the 1987 Big Boat Series (photo Phil Uhl)

In 1987, 46 yachts competed, including 33 IOR racers in three classes. The Atlantic Perpetual class was essentially for the new breed of 50-foot 40-raters, including Fujimo that had arrived after winning her class on the Great Lakes (only to lose her mast in the third race), Wictor Forss’ Carat VI from Sweden and Vadia de Guardiola’s Locura. But it was Jubilation, the Frers 54 steered by Paul Cayard, that swept the class with four victories and which was fast enough upwind to gain nearly enough time for the entire race. As the biggest boat in the fleet, she always sailed in clear air and, although blowing a spinnaker in one race, recovered quickly to hold the lead. Blade Runner was second, Locura third, with Carat VI finishing fourth and Fujimo fifth.

Sidewinder (left) and Camouflage approach a windward mark during the 1987 Big Boat Series (photo Phil Uhl)

In the Keefe-Kilburn Perpetual class, Sidewinder, helmed by John  Bertrand, would have been an easy winner If she hadn’t fouled during the start of the second race, leaving Bruce Nelson to steer Insatiable to overall victory. However, the yacht that attracted the most attention was Quintessence, a new Reichel-Pugh 42 that had won every event since her launch in the prior spring. With a solid lead going into the final race, the crew suffered a rash of gear problems that dropped the to eighth in that race and second overall. Despite being the smallest yacht in her class, she showed remarkable power in all winds and seas. Sidewinder finished third overall, with Camouflage fourth and Jano fifth.

Quintessence to windward of the larger Locura (photo Phil Uhl)

The Rheem Perpetual class drew the largest fleet (14 boats), primarily consisting of One Tonners. The Davidson-designed Pendragon III, skippered by Kimo Worthington, won the class by never finishing lower than third and proved that a redesigned keel and rudder could make an already quick boat even faster. At one start, Pendragon was forced to decide between hitting another boat and the starting buoy. Choosing the mark, and re-rounding while the others sailed away, Pendragon steadily ground down the fleet and won the race, as well as winning the 'overall performer' award for the series. Pacific Sundance was second, with Coyote third, Skedaddle fourth and Bondi Tram fifth. General Hospital was dismasted in front of the clubhouse.

Lobo rounds a weather mark during the 1987 Big Boat Series ahead of former New Zealand yacht Equity (Farr 43) (photo Phil Uhl)

Australia's Contractor approaches a windward mark ahead of Camouflage during the 1987 Big Boat Series (photo Phil Uhl)

Swiftsure leads Blade Runner downwind during the 1987 Big Boat Series (photo Phil Uhl)

Another photo capturing the colour of top level racing in the 1987 Big Boat Series, with Fujimo seen here leading Swiftsure with Blade Runner further astern (photo Phil Uhl)

The Soverel-designed 50-footer Locura running downwind wtih spinnaker and blooper set during the 1987 Big Boat Series (photo Phil Uhl)

Part of the One Ton fleet in the 1987 Big Boat Series, General Hospital follows Sundance (left), with Bondi Tram just visible ahead (yellow blooper) and eventual winner of the division Pendragon leading (photo Phil Uhl)

Fujimo crosses ahead of Carat at a weather mark during the 1987 series (photo Phil Uhl)

The Reichel/Pugh One Tonner Skedaddle rounds a leeward mark during the 1987 Big Boat Series, she went on to finish fourth in class (photo Phil Uhl)

1988 was the Big Boat Series' 25th anniversary, as well as IOR's last big hurrah in the US. Although featuring a reduced entry of 38 boats, everything fell into place to make this a fabulous event - it followed a maxi year at the Kenwood Cup and the One Ton Worlds that were held two weeks prior on the Bay. Raul Gardini and Paul Cayard teamed up on Il Moro to decimate eight other maxis with five bullets, while Tom Blackaller called tactics on the victorious Farr 50 Great News against nine hot 50-footers, edging out Royal Blue and Abracadabra. Blade Runner hooked a buoy with its lazy runner and inverted her mast three feet, but it didn't break. The Peter Gilmour-driven maxi Sovereign broke theirs, however. Maxi - Il Moro di Venezia; IOR 50 - Great News; IOR II -Shockwave; One Ton - Pendragon.

Big Boat Series - The Shadow (Soverell 55) leads Checkmate and Jubilation (photographer unknown)

A mighty battle occurred amongst a fleet of eight maxis in the 1988 Big Boat Series, though it was won convincingly by Il Moro di Venezia - here we see Congere leading Matador (US-33700), Sovereign and Windward Passage II in tight reaching conditions on the Bay (photo Guy Gurney)

The bowman working in white water aboard Fujimo, trailing Insatiable, during the 1988 Big Boat Series (photo Guy Gurney)

The Vallicelli-designed 50-footer Springbok in power reaching conditions during the 1988 Big Boat Series (photo Sharon Green | Ultimate Sailing)

For 1989 it was evident that interest had declined further, with entries reducing to just 24 boats, possibly the Big Boat Series’ darkest hour. Cadillac sponsored this series (the first time that sponsorship was allowed) and ESPN televised it (with a heavy focus on the 50-foot and 70-foot sleds). IOR I - Shockwave; IOR II - Pendragon.

Sorcery in a close tussle with Matador during the 1988 Big Boat Series (photo Sharon Green)

Bloopers as well as spinnakers kept the bowman busy during the 1980's - in this case Blade Runner during the 1987 Big Boat Series (photo Phil Uhl)

The 1990 series featured a whole new look, with the regatta shortened from its previous week-long format to six races over four days. Two different courses were used for the first time, and attracted 57 boats. The highly-touted IMS rule debuted to mixed reviews, while IOR wheezed through its final death throes. Meanwhile, the rest of the series quietly went one design. IOR I - Blade Runner, IOR II – Will.

More bowman action, again during the 1987 Big Boat Series (photo Phil Uhl)

Article updated July 2026