| Matt & Ashley
|The Amazing Race 26
||Matt 5, Ashley 3
Matthew "Matt" Cucolo and Ashley Gordon were a dating couple who competed on The Amazing Race 26. They are both from Scarsdale, New York. At the end of the 3rd leg of the race, Matt proposed to Ashley and she accepted. They were eliminated in 5th after Matt struggled at a Roadblock and they could not catch up on the following leg.
- Syncing Steps: Learn and perform a series of robotic dance moves to with a modern Japanese pop group.
- Ashley: Solve a Japanese puzzle box, also known as a yosegi.
- Chair: Each push their partner around a speed skating track on a chair, completing both laps in less than 3:55.
- Tree: Both successfully deliver a tray of food across a zipline without spilling anything.
- Water: Ride a water taxi around Bangkok, eating a strong-tasting 'century egg' and receiving a Buddhist blessing.
- Matt: Take apart a combustion engine to retrieve a screwdriver from inside of the transmission.
- Stein: Together serve a total of 22 steins of beer all at once through a crowded Oktoberfest celebration.
- Ashley: Memorize and perform a German love song for partner, getting doused with water if unsatisfactory.
- Matt: Travel on foot around Monaco, retrieving Grace Kelly's favorite roses and chocolate for partner.
- Don't Slack Off: Ride a zipline and then traverse a slackline, both spanning a 2000 foot cliff.
- Matt: Properly build a bushman hut from scratch.
- Pack: Prepare wildebeest meat and feed it to a pack of wild African dogs.
- Ashley: Observe a briefcase being airdropped from a bush plane and retrieve it, as well as a Travelocity Gnome.
- Play: Use cross-country sand skis to reach the top of a sand dune, then slide down.
- Used the Double U-Turn on Jelani & Jenny.
- Matt: Search for a matching pair of klompen amongst hundreds of nearly identical looking pairs.
- Shuffle: Play a local version of shuffleboard called sjoelen and earn 51 points.
- 5th - Non-elimination leg
- Use an old-fashioned typewriter to fill out a llama-loan form.
- Matt: Harvest a row of sugarcane.
- Papas: Sort a pile of potatoes and deliver them to the potato market.
- 5th - Eliminated