| | Task | Points |
| 1 | What is your team name? | 100 |
| 2 | Select your team's theme song for your "best of" video montage | 100 |
| 3 | (V) Make a layout catch in the Frog Pond | 500 |
| 4 | (P) A team member with a "thinking" with a frog | 200 |
| 5 | (P) Your team making an "Ass" out of themselves in front of Old City Hall | 250 |
| 6 | (P) Got Milk? Photo a "meeting" of the milk mustache club at an appropriate location | 300 |
| 7 | In Quincy Market find 3 products that Jen and Sue's ancestors provided | 150 |
| 8 | (V) Visit Paul Revere's house. Play hopscotch in Rachel's park | 250 |
| 9 | (P) Roma? Sicilia? Bologna? Which way next? Photo your team trying to figure it out. | 250 |
| 10 | (P) A team member driving of a Duck Boat | 500 |
| 11 | (P) Team member(s) wearing costumes | 200 |
| 12 | (V) Juggle produce at a street market | 300 |
| 13 | (P) A team member driving the rest of the team in a bike taxi | 450 |
| 14 | (P/V) Someone on a Segway. Double points for a team member | 500 |
| 15 | (V) Successfully navigate a crosswalk with an egg on a spoon. For full credit, cross the street before time expires. | 500 |
| 16 | (P) Your daintiest Boston Tea Party. Bonus points if the giant golden kettle is in the shot. | 200 |
| 17 | (P) Your entire team in a store's display bed | 300 |
| 18 | (P) Your team with a Cheer's cast member | 250 |
| 19 | (P) Twins wearing matching outfits | 400 |
| 20 | (V) Get strangers to wish Jen an Sue a Happy Birthday. Bonus points for heavy Boston accents, foreign languages, etc. (Multiple entries encouraged) | 300 |
| 21 | (P) A license (not Jen or Sue's) with a September 1st birthday | 500 |
| 22 | (P) Pin the tail on a teammate | 200 |
| 23 | (P) Party with a bachelorette | 450 |
| 24 | (P) Most obscure player name on a Red Sox jersey / t-shirt | 250 |
| 25 | (V) Get a street musician to perform Happy Birthday to Jen and Sue | 450 |
| 26 | (V) Successfully flip at least 10 beer coasters up off the table and into your hand | 300 |
| 27 | (V) Longest successfully completed water balloon toss | 400 |
| 28 | (V) Get the tourists in a Duck Boat to quack at you | 200 |
| 29 | (P) Most inappropriate photo featuring a statue | 300 |
| 30 | Who is the last player from Jen and Sue's favorite team to join the 30-30 club? | 150 |
| 31 | Best birthday present for Jen and Sue for less than $2 | 200 |
| 32 | (P) Bob for apples in a public fountain | 350 |
| 33 | (V) Get a Patriots fan to recite the following: "We would have won if we had Eli. Go Giants!!!" | 400 |
| 34 | (P) Funniest sign | 250 |
| 35 | (P) Your entire team inside a pay toilet | 300 |
| 36 | (V) Have a Guitar Hero battle on a store's display system | 400 |
| 37 | (P/V) Funniest recreation of one of Jen or Sue's ultimate team names (multiple entries encouraged) | 450 |
| 38 | (V) Two teammates having a Dizzy Bat race down store aisles | 450 |
| 39 | (P) Team member(s) riding a coin operated children's ride | 200 |
| 40 | (V) Perform the Bluth family Chicken Dance | 200 |
| 41 | (P/V) Play Duck, Duck, Goose with a group of kids. For bonus points, have the Make Way For Ducklings sculpture visible in frame. | 400 |
| 42 | (P) Where Winter turns into Summer, have at least one team member pose in the store's display window | 400 |
| 43 | (P/V) Your team on a fire truck. Bonus points for wearing gear and/or turning on the siren | 500 |
| 44 | (P) Your team holding up the NBA championship trophy in victory | 350 |
| 45 | (P) Pose as conjoined twins on the Freedom Trail | 250 |
| 46 | Find the Brattle Book Shop on West. Which literary icon is surrounded by Yeats, Hemmingway, and Kafka? _________________ | 150 |
| 47 | (P) Take a picture that places one of your teammates among these literary legends. | 200 |
| 48 | (P) Most over-the-top Boston sports fan | 250 |
| 49 | (V) A team member singing in the "shower" in Post Office Square | 500 |
| 50 | (P) Hold a Yoga pose in a unique location | 300 |
| 51 | (V) Drink 2 pints of beer out of a disc, through straws | 500 |
| 52 | (P) Jen is a notoriously bad helmet wearer. Have two team members try on helmets to show her how it's done. | 200 |
| 53 | (P) Find a bottle of Little Boomey Chardonnay. Don’t' buy it, please. | 300 |
| 54 | (P) Can't find twins? Capture your team's refection | 200 |
| 55 | (P) Two team members in their underwear at a recognizable tourist attraction. | 500 |
| 56 | Find a blind date for Sue. Get at least one eligible bachelor to come to the after party. | 500 |
| 57 | (V) Jen and Sue miss New Zealand. To make them feel better, stuff a whole Kiwi in your mouth and say "Sweet As, Bro!" | 350 |
| 58 | (P) Your team with a person in Colonial clothing | 200 |
| 59 | (P/V) Get at least 5 non-team members to watch you put on a street performance of your favorite NKOTB song. Bonus points if they give you a tip. | 500 |
| 60 | On the corner of Hanover and Surface Rd, what is the headline on the Herald? | 150 |
| 61 | (P) Grossest food item | 250 |
| 62 | (P) A team member taking candy from a baby | 350 |
| 63 | (P) What's With That House? Photo your team in front of the skinniest house on Hull St. trying to figure it out. | 300 |
| 64 | (V) Record your entry for the Bernie and Phyl's video jingle contest | 500 |
| 65 | (P/V) Act out your favourite Flight of the Chonchords song / lyric | 450 |
| 66 | (P) Find the park where the bamboo grows tall. Take a break to meditate by the waterfall | 300 |
| 67 | What twins work in the fictional Tipton Hotel in Boston? | 150 |
| 68 | (P) Get a stranger to perform the Heimlich on a team member | 250 |
| 69 | (P) A sign that includes the word Ultimate | 250 |
| 70 | (V) Two teammates playing air guitar to an Aerosmith or Boston song | 300 |
| 71 | (P/V) Best randomly funny thing you find on the street | 250 |
| 72 | (P) Get a bellboy to push your team around on a luggage cart | 450 |
| 73 | (P) Form a cheer pyramid in front of the Bull and Finch | 300 |
| 74 | (P) A team member being attacked by a Green Monster | 300 |
| 75 | (P) Funniest mimicking of a statue's pose. Both the statue and your team must be in the shot. Must involve at least 2 team members | 300 |
| 76 | (P) At least one team member wearing hospital scrubs | 400 |
| 77 | (P) At least one team member with St. Anthony, draped in dollar bills | 400 |
| 78 | (P) A team member getting kissed by a dog | 300 |
| 79 | (P) Take a Time Out. Play the Load / Block / Shoot game at the Boston Massacre site | 350 |
| 80 | (P) Most creative "How Many Bars Do You Have" photo | 250 |
| 81 | (P) Most gratuitous display of Muffin Tops | 250 |
| 82 | (P) A team High Five. Bonus points for the highest five | 300 |
| 83 | (P) Disobey a posted sign | 200 |
| 84 | (P) A team member next to and address or license plate that includes "3030" | 300 |
| 85 | Thirty cents. All coins must be minted in 1978. | 300 |
| 86 | (P) Serve food at a restaurant | 400 |
| 87 | (V) A team member going UP a DOWN escalator. For full points, you must reach the top. | 350 |
| 88 | (P/V) In New Zealand, Sept 1 is Random Act of Kindness Day. Perform a Random Act of Kindness | 250 |
| 89 | (P) Help out a construction crew or direct traffic | 400 |
| 90 | (V) Complete a hammer over Washington's horse. | 400 |
| 91 | (V) Hold a piece of fruit under your chin. Pass it to another person without dropping it. Double your points if you pass to a stranger. | 300 |
| 92 | (P/V) Do the YMCA in front of a YMCA. | 350 |
| 93 | (V) Top films from 1978 include: The Deer Hunter, Grease, Superman, Halloween, and Animal House. Re-enact your favorite scene | 400 |
| 94 | (P) Get frisked by a law enforcement official | 300 |
| 95 | Get 30 strangers to sign a petition to ban Scavenger Hunts. | 400 |
| 96 | (P) Your whole team hanging off a giant red push pin. You MAY NOT use the one by the starting line | 200 |
| 97 | (P) Biggest MassHole | 250 |
| 98 | (P/V) Play Twister over I-93 | 250 |
| 99 | (P) Craziest facial hair. You must pose with the person for full credit. | 300 |
| 100 | (P) Celebrate your imminent victory with Red. If you don't have a cigar, pretend. | 300 |
The view from Prospect Hill in Waltham.
A hike around Walden Pond.
The gang celebrates a gold medal finish at the Davis MegaMaze
Our Jack-O-Lanterns
The new table, set for our first dinner party. Looks like grown ups live here.
The view from Prospect Hill in Waltham.
A hike around Walden Pond.
The gang celebrates a gold medal finish at the Davis MegaMaze
Our Jack-O-Lanterns
The new table, set for our first dinner party. Looks like grown ups live here.
