The Amazing Race Wiki
The Amazing Race Wiki

Freddy Holliday and Kendra Jill Bentley are a team of Engaged Models and the Official Winners of The Amazing Race 6.

Kendra earned a degree of infamy for several insensitive comments she made towards African people during the race. Despite this, the two proved to be a strong team, getting to the final four with their allies Hayden & Aaron. Their persistence in finding the fastest flight to Chicago in the final leg gave them just enough of a lead over their opponents Kris & Jon. Though the latter would get within striking distance at several points in Chicago, Freddy & Kendra held on to their narrow lead to win the race.


Retrieved from

Freddy & Kendra are an engaged couple from Miami, Florida. They met over two years ago when they were booked together on a modeling job. At the time, Kendra lived in New York City, but six weeks later, she moved back to Miami, and they've been together ever since.

They say they share a deep mutual love and respect for one another, even though Kendra describes herself as organized and prepared and describes Freddy as someone who "wings it" with brute force. Both of them have lived in several parts of the world, including Paris, Milan, Barcelona and New York City.

Their primary motivation for doing THE AMAZING RACE is for the money, but also to have the chance to be involved in crazy adventures and travels that they would never be able to arrange or afford on their own.[2]

How would you describe your previous travel experience?

  • Freddy: I have traveled extensively around Europe, America, Asia and many islands.
  • Kendra: I have traveled extensively around Europe, America, South America and many islands. I have lived in Milan and Barcelona as well as NYC, and currently Miami. I travel very frequently with my job.

What is the most stressful aspect of traveling?

  • Freddy: The most stressful part is language barriers (especially in Asia) and an inability to sleep on airplanes, buses or trains.
  • Kendra: The most stressful aspect is not having comforts from home.

Why did you want to be on THE AMAZING RACE?

  • Freddy: I want to travel with my L.O.L.A. and experience great adventures. Plus, I love competition.
  • Kendra: I want to be on TAR so that I can travel with my fiancé and experience wild adventures that we probably wouldn't get a chance to do otherwise. I feel as though I have a few "adventure oats" to sow before completely settling down into a marriage and family. I would also like to prove that the typical model stereotype (not wanting to get down and dirty, primping, whining, first-class service, etc.) will not stand in our way of winning. I am a very feminine girl, but that does not mean I won't do everything it will take to win this Race. Regardless, if I like it or not, I'm ready to push through any challenge they throw at me. Our motto is "never give up at any cost," no matter how much physical, emotional or mental pain we are in.

Have you and your partner traveled together before? If so, what was it like?

  • Freddy: Kendra and I have traveled to the Caribbean islands, Europe and through the U.S. We enjoyed it thoroughly.
  • Kendra: Freddy and I have traveled with each other before. We have always had a spectacular time together. We've traveled around the US, lived in Barcelona for a few months and voyaged around Europe a bit. We have been booked together on several jobs in the Caribbean islands and had a blast.

What do you fear most about competing in THE AMAZING RACE?

  • Freddy: Lack of good food. If I don't eat, I'm not happy.
  • Kendra: Coming in 2nd place and no adequate sleep I fear the most in the Race! Well, okay, being eliminated first is, of course, a given. Ouch! That would really be a kick in the teeth.

What strengths and weaknesses do you bring to the Team?

  • Freddy: Strengths: I have a good sense of direction; I'm athletic, physically strong and well traveled. Weaknesses: I have a lack of attention to detail.
  • Kendra: My weaknesses are that I really require a lot of sleep (minimum of at least nine hours a night) to feel normal and perform my best, and I have to eat like an infant--every 2 to 3 hours--or I can become a bit cranky. Sad but true. I guess I am in for a big rude awakening. My strengths are that I love to laugh. I love adventure. I am intelligent, athletic, organized and detail-oriented. I am good with directions, and I am well traveled. I am charming and get along really well with most everyone. I'm a great people person.

What strengths and weaknesses does your teammate bring to the Team?

  • Freddy: Strengths: Damn, she's hot. She really is beautiful. Also organized, pays attention to detail, and she will definitely surprise people at times. Weaknesses: She requires a lot of sleep and must have fooood. She gets very irritable when she's hungry and when PMSing.
  • Kendra: Freddy's strengths are that he is athletic, strong willed, very competitive, well traveled, and great with directions (he's a pilot). He loves new adventures and has no specific fears (maybe snakes a little: sssssssss). Freddy will keep me comfortable and happy throughout the Race. He is definitely a gentleman and thinks of me before himself. His weaknesses are that he sometimes gets in a zone when focusing on something and can be completely oblivious to things around him, i.e. me talking to him. He gets very cranky when not fed properly, and he is not detail-oriented. He doesn't like to thoroughly read through directions; he would rather skim and wing it than deal with the details.

What will you miss the most from home (besides your bed)?

  • Freddy: Our puppy, Baylee, and my barbecue grill!
  • Kendra: I will miss our dog, Baylee, the most from home.

What languages do you speak?

  • Freddy: West Virginian and a little bit of English.
  • Kendra: I speak English, Spanglish and a little honky-tonk.

What destination are you hoping to visit?

  • Freddy: Serengetti plains of Africa.
  • Kendra: I am hoping to visit Malaysia, Thailand or Indonesia (though not Bali. We are saving that one for our honeymoon).

What country do you feel best prepared for?

  • Freddy: France and Italy: I lived in Paris for a year and in Italy for several months at a time over the years.
  • Kendra: I feel best prepared for Italy or Spain.[3]

The Amazing Race 6

Race History

Freddy & Kendra's Race History
Episode Leg Destination(s) Detour Choice
Placement Notes
1 1 United States → Iceland Ice Climb / Ice Search No Roadblock 4 of 11
2 2 Iceland → Norway Endurance / Accuracy Kendra 8 of 10 [1]
3 3 Norway → Sweden Count It / Build It Freddy 6 of 9
4 4 Sweden → Senegal Stack 'Em Up / Pull 'Em Up Kendra 5 of 8
5 5 Senegal → Germany Beers / Brats Freddy 1 of 8
6 6 Germany → Hungary Catapult Crash / Cannonball Run Kendra 1 of 7 [2]
8 Swim / Paddle Freddy 6 of 7
9 7 Hungary → France Climb Up / Fly Behind Kendra 2 of 6
10 8 France → Ethiopia Raise the Roof / Mud the Hut Freddy 4 of 6<
11 9 Ethiopia → Sri Lanka Tree Trunks / Elephant Trunks Freddy 3 of 5
12 10 Sri Lanka → China Bricks / Ice Kendra 2 of 4>
13 11 China Spray / Scroll Kendra 2 of 4
12 China → United States Outfits / Outrigger Freddy 1 of 3
Average 3.50
     The team finished in first place
     The team finished in last place and was eliminated from the race
     The team finished in last place in a non-elimination leg
     The team that won The Amazing Race
     The team that crossed the Finish Line second
     The team that crossed the Finish Line third
The team used the Fast Forward pass
> The team used the Yield
< Recipient of the Yield

1: Freddy & Kendra initially arrived 6th, but they were issued a 30-minute penalty for taking an extra clue after the Viking ship task, stated to take only one clue from the clue box per each team. Adam & Rebecca and Don & Mary Jean checked in during their penalty time, dropping them to 8th.
2: Leg 6 was a double-length leg, with two Detours and two Roadblocks, shown over two episodes. The placement listed in the top row reflect the order teams arrived at the leg's halfway point.


Freddy and Kendra's wedding day

  • Freddy & Kendra got married on May 27, 2005.[4]
    • They have two children together, Jaxson and Brycen.
  • Freddy and Kendra have since divorced. Freddy is now married to a woman named Ginger.[5]


  • For racially-insensitive comments she made towards African people during her time in the race, Kendra was inducted into RNO's "Reality TV Hall of Shame".[6]
  • Freddy & Kendra are the first team to be Yielded and not finish the leg in last place.
    • First team to be Yielded and finish ahead of the team who Yielded them.
  • First engaged team to win the race.
  • Freddy & Kendra are the first team to win the race in which each member performed the same number of Roadblocks.

External Links


  • Harry Smith on The Early Show (02/09/2005): "Freddy, Kendra Out-Race Others"
  • Todd Peterson at (02/09/2005): "A Model Win for The Amazing Race"
  • Gary Levin at USA Today (02/09/2005): "Freddy, Kendra engaged to the end"
  • Ethan Alter at TV Guide (02/11/2005): "Race Winners Behaved Badly"

Social Media Profiles


The Amazing Race 6 Teams
 Adam & Rebecca
Formerly Dating
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 Avi & Joe
High School Buddies
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 Don & Mary Jean
S6 DonMaryJean.jpg
 Freddy & Kendra
Engaged Models
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 Gus & Hera
S6 GusHera.jpg
 Hayden & Aaron
Dating Actors
S6 HaydenAaron.jpg
 Jonathan & Victoria
Married Entrepreneurs
S6 JonathanVictoria.jpg
 Kris & Jon
Dating Long-Distance
S6 KrisJon.jpg
 Lena & Kristy
S6 LenaKristy.jpg
 Lori & Bolo
Married Pro Wrestlers
S6 LoriBolo.jpg
 Meredith & Maria
Best Friends
S6 MeredithMaria.jpg