Use case: Logistics, Scheduling & Event Planning
Instruction type: Negative
Prompt style: Context prompting

Prompt:
I’m a travel concierge for Sandy Beach Hotel in Hawaii, and I need help planning a family’s upcoming trip using only events/activities from our excursion menu. The family is a mom and dad in their 40s, two kids who are 9 and 15, and a grandmother in her 60s. They want 4 days worth of planned events, and they want to be able to do everything together, except for one romantic event that the parents can do alone as a couple. The biggest concern is the grandmother. She gets severe motion sickness, so don’t include anything on a boat or helicopter for her. The 15 year old is huge into history. The 9 year old, according to this mom’s email, “just HAS to see Crush the turtle.” Let’s try to keep them busy - at least one event/activity per day, and at least one day where two events/activities are planned. Their max budget is $3000, so let’s try to get them close to that - $2500 at least, but not over budget. It’d be great commission for the hotel.

Create a sample itinerary that I can send the mom. Divide it into the days Thursday - Sunday. For each day, indicate the name of the scheduled event(s)/activity (activities), a description of the event/activity in two sentences max (not word-for-word the description from the excursion menu), total cost for each event/activity, and duration. Don’t indicate total cost of all events together.

Also create an email reply back to the mom telling her that the itinerary is in an attached document. The greeting should be “Aloha, Mrs. Wells!” And the sign-off should be “Andrea Hin/Travel Concierge/Sandy Beach Hotel” (“/“ indicates line break, don't actually include the "/"). In the body, express that we’re excited to help her plan her family trip, that we’ve taken her family’s interests and requests into consideration, and that we’re looking forward to hosting her. Don’t use first person in the email. Always “we.”

Excursion Menu:

Whale Watching
Company: Blue Sails Waikiki
Description: Embrace on a whale-watching tour from Honolulu and watch these gentle giants in their natural habitat. You can also see other wildlife, including dolphins and sea turtles.
Ages: 0-100 years
Number in group: 60 maximum
Duration: 2 hours
Price: $50 for adults, $25 for children (4-12 years), free for infants (0-3 years)
Available: December to April
Accessibility: Not wheelchair accessible
Company phone number: 1-555-555-5551

Tour Around Oahu and Snorkeling
Company: Nai Tours
Description: See 16 of Oahu’s most popular sights, such as Diamond Head, Halona Blowhole, the Dole Plantation, and more. Plus, top off the day by snorkeling at Hanauma Bay. Includes snorkeling equipment, snacks, bottled water, and air-conditioned vehicle. Pick-up and drop-off at Sandy Beach Hotel.
Ages: 1-100 years
Number in group: 50 maximum
Duration: 8-10 hours
Price: $109 for adults, $79 for children (3-12 years), free for infants (1-2 years)
Available: Year-round
Accessibility: Not wheelchair accessible
Company phone number: 1-555-555-5552

Pearl Harbor Memorial
Company: Spirit Tours
Description: Guaranteed early entry to see the Pearl Harbor National Memorial and boat tickets to the USS Arizona. Take a tour of the visitor center, see exhibits, and watch a short film about the infamous morning of December 7, 1941. Pick-up and drop-off at Sandy Beach Hotel.
Ages: 0-99 years
Number in group: 24 maximum
Duration: 4 hours
Price: $60 for adults, $59 for children (3-12 years), $49 for infants (0-2 years)
Available: Year-round
Accessibility: Not wheelchair accessible
Company phone number: 1-555-555-5553

Sunset Cocktail Sail
Company: Mo’s Sailing Co.
Description: Watch Hawaii’s famous sunset while cruising along Waikiki’s coast on a catamaran. Sip on a cocktail (first drink complimentary, $8 per drink after) and enjoy the colorful sky, views of Diamond Head, and maybe even a dolphin or sea turtle.
Ages: 21 years and up
Number in group: 45 maximum
Duration: 2 hours
Price: $85 for adults 21 years and up
Available: Year-round
Accessibility: Not wheelchair accessible
Company phone number: 1-555-555-5554

Shark Diving
Company: North Shore Adventures
Description: View Galapagos and sandbar sharks through an exciting cage dive. Depart from North Shore on a boat, where the crew prepares you to safely observe the sharks from the cage. You may also choose to watch from the boat.
Ages: 13 - 99 years
Number in group: 14 maximum
Duration: 1 hour 30 minutes
Price: $99 for adults 13 - 99 years
Available: Year-round
Accessibility: Not wheelchair accessible
Company phone number: 1-555-555-5555

Helicopter Ride
Company: Mega Helicopters
Description: Get a breathtaking aerial view of Oahu on an open-door helicopter tour. As you fly, enjoy sights of Pearl Harbor, Halona Blowhole, and Oahu’s famous beaches and waterfalls, which the pilot will tell you all about. A video of your flight is available for purchase at the end of the tour.
Ages: 7-99 years
Number in group: 4 maximum
Duration: 1 hour 30 minutes
Price: $350 for adults and children 7-99 years
Available: Year-round
Accessibility: Not wheelchair accessible
Company phone number: 1-555-555-5556

Snorkel Adventure
Company: Trailblaze Oahu
Description: See angelfish, sea turtles, and other exciting marine life darting in and out of caverns at Turtle Cove. After snorkeling, relax in the sun on the beach. Snorkel gear provided.
Ages: 3-99 years
Number in group: 20 maximum
Duration: 2 hours
Price: $85 for adults and children 3-99 years
Available: Year-round
Accessibility: Not wheelchair accessible
Company phone number: 1-555-555-5557

Luau Dinner and Show
Company: Leilani’s Luau
Description: Watch traditional Hawaiian cultural performances while feasting on a variety of traditional island foods at Leilani’s Luau in North Shore. All guests are greeted with a floral lei and adults 21 years and up can enjoy one complimentary cocktail. Pick-up and drop-off at Sandy Beach Hotel.
Ages: 0-99 years
Number in group: 300 maximum
Duration: 3 hours
Price: $165 for adults, $145 for children (3-20 years), free for infants (0-2 years)
Available: Year-round
Accessibility: Wheelchair accessible
Company phone number: 1-555-555-5558

Hidden Gems Food Tour
Company: Island Foodie Tours
Description: A small-group walking tour that provides insights into Hawaii’s multicultural history and culinary heritage while taking you to eateries that lie off the tourist trail. Discover fresh markets, fruit vendors, and contemporary fusion restaurants. Ticket includes all tastings, snacks, lunch, and beverages. Walk begins at Sandy Beach Hotel and travels throughout downtown Honolulu.
Ages: 2-99 years
Number in group: 16 maximum
Duration: 3 hours
Price: $150 for adults and children 2-99 years
Available: Year-round
Accessibility: Not wheelchair accessible
Company phone number: 1-555-555-5559

Couple’s Sunset Dinner and Jazz Cruise
Company: Stars of Honolulu
Description: This sunset dinner and cruise offers a romantic evening on the waters of Honolulu. Enjoy a 5-course surf and turf dinner and sip on premium cocktails at a private table on a luxurious yacht. Live entertainment from a jazz band included.
Ages: 21 years and up
Number in group: 100 maximum
Duration: 3 hours
Price: $230 for adults 21 years and up
Available: Year-round
Accessibility: Wheelchair accessible
Company phone number: 1-555-555-5510

Evaluation criteria:
The response should not include the grandmother in any of the following activities or events: Pearl Harbor Memorial, Sunset Cocktail Sail, Shark Diving, Helicopter Ride, Couple’s Sunset Dinner and Jazz Cruise
The response should only choose from the activities or events contained in the Excursion Menu:
Whale Watching
Company: Blue Sails Waikiki
Description: Embrace on a whale-watching tour from Honolulu and watch these gentle giants in their natural habitat. You can also see other wildlife, including dolphins and sea turtles.


Tour Around Oahu and Snorkeling
Company: Nai Tours
Description: See 16 of Oahu’s most popular sights, such as Diamond Head, Halona Blowhole, the Dole Plantation, and more. Plus, top off the day by snorkeling at Hanauma Bay. Includes snorkeling equipment, snacks, bottled water, and air-conditioned vehicle. Pick-up and drop-off at Sandy Beach Hotel.


Pearl Harbor Memorial
Company: Spirit Tours
Description: Guaranteed early entry to see the Pearl Harbor National Memorial and boat tickets to the USS Arizona. Take a tour of the visitor center, see exhibits, and watch a short film about the infamous morning of December 7, 1941. Pick-up and drop-off at Sandy Beach Hotel.


Sunset Cocktail Sail
Company: Mo’s Sailing Co.
Description: Watch Hawaii’s famous sunset while cruising along Waikiki’s coast on a catamaran. Sip on a cocktail (first drink complimentary, $8 per drink after) and enjoy the colorful sky, views of Diamond Head, and maybe even a dolphin or sea turtle.


Shark Diving
Company: North Shore Adventures
Description: View Galapagos and sandbar sharks through an exciting cage dive. Depart from North Shore on a boat, where the crew prepares you to safely observe the sharks from the cage. You may also choose to watch from the boat.


Helicopter Ride
Company: Mega Helicopters
Description: Get a breathtaking aerial view of Oahu on an open-door helicopter tour. As you fly, enjoy sights of Pearl Harbor, Halona Blowhole, and Oahu’s famous beaches and waterfalls, which the pilot will tell you all about. A video of your flight is available for purchase at the end of the tour.


Snorkel Adventure
Company: Trailblaze Oahu
Description: See angelfish, sea turtles, and other exciting marine life darting in and out of caverns at Turtle Cove. After snorkeling, relax in the sun on the beach. Snorkel gear provided.

Luau Dinner and Show
Company: Leilani’s Luau
Description: Watch traditional Hawaiian cultural performances while feasting on a variety of traditional island foods at Leilani’s Luau in North Shore. All guests are greeted with a floral lei and adults 21 years and up can enjoy one complimentary cocktail. Pick-up and drop-off at Sandy Beach Hotel.


Hidden Gems Food Tour
Company: Island Foodie Tours
Description: A small-group walking tour that provides insights into Hawaii’s multicultural history and culinary heritage while taking you to eateries that lie off the tourist trail. Discover fresh markets, fruit vendors, and contemporary fusion restaurants. Ticket includes all tastings, snacks, lunch, and beverages. Walk begins at Sandy Beach Hotel and travels throughout downtown Honolulu.


Couple’s Sunset Dinner and Jazz Cruise
Company: Stars of Honolulu
Description: This sunset dinner and cruise offers a romantic evening on the waters of Honolulu. Enjoy a 5-course surf and turf dinner and sip on premium cocktails at a private table on a luxurious yacht. Live entertainment from a jazz band included.
The response should include at least one activity or event that caters to the 15-year-old child’s interest in history. For example, it could suggest the “Tour Around Oahu and Snorkeling,” as it involves visiting the Dole Plantation, a historical site.
The response should include at least one activity or event that caters to the 9-year-old child’s interest in turtles. For example, it could suggest the “Snorkel Adventure” because it includes seeing turtles at Turtle Cove.
The response should not assume the sex of the 9 and 15-year-old children. For example, it should not refer to the 9-year-old as “she” or the 15-year-old as “he.”
The response should include exactly one activity or event that the husband and wife can do alone as a couple.
The response should not explicitly exclude any of the family members from any of the activities or events, except for the one activity or event dedicated to the husband and wife alone. For example, it should not suggest that the grandmother sit out an activity that involves a boat, or should ensure all activities except for the parents' romantic activity is set for a total of 5 people.
The response should ensure that the activity or event it suggests for the husband and wife alone is romantic. For example, it could suggest the activity explicitly named for couples, the “Couple’s Sunset Dinner and Jazz Cruise”; or one that involves watching the sunset (a common romantic activity), such as the “Sunset Cocktail Sail.”
The response should ensure that the total cost of all the activities and events does not exceed $3,000.
The response should ensure that the total cost of all the activities and events is at least $2,500.
The response should include at least one activity or event per day.
The response should include two activities or events on at least one day.
The response should divide the itinerary exactly into the following days: Thursday, Friday, Saturday, and Sunday.
The response should indicate the name of each activity or event in the itinerary.
The response should include a description of the activity or event in the itinerary.
The response should ensure that the description for each activity or event does not exceed 2 sentences.
The response should include the total cost for each activity or event in the itinerary.
The response should include the duration of each activity or event in the itinerary.
The response should not include the total cost of all the activities and events together.
The response should ensure that the email’s greeting is “Aloha, Mrs. Wells!”
The response should ensure that the email’s sign-off is “Andrea Hin/Travel Concierge/Sandy Beach Hotel,” where “/“ represents line breaks.
The response should ensure that the email’s body mentions being excited about helping to plan the family trip.
The response should ensure that the email’s body mentions that consideration of the family’s interests and requests has been taken.
The response should ensure that the email’s body mentions looking forward to hosting the family and/or the recipient of the email.
The response should ensure that the email is written from a plural perspective. For example, it should refer to the writer of the email as “we” instead of “I.”
The response should not include a description for each activity or event in the itinerary that is the full, exact wording from the following Excursion Menu:

Whale Watching
Company: Blue Sails Waikiki
Description: Embrace on a whale-watching tour from Honolulu and watch these gentle giants in their natural habitat. You can also see other wildlife, including dolphins and sea turtles.


Tour Around Oahu and Snorkeling
Company: Nai Tours
Description: See 16 of Oahu’s most popular sights, such as Diamond Head, Halona Blowhole, the Dole Plantation, and more. Plus, top off the day by snorkeling at Hanauma Bay. Includes snorkeling equipment, snacks, bottled water, and air-conditioned vehicle. Pick-up and drop-off at Sandy Beach Hotel.


Pearl Harbor Memorial
Company: Spirit Tours
Description: Guaranteed early entry to see the Pearl Harbor National Memorial and boat tickets to the USS Arizona. Take a tour of the visitor center, see exhibits, and watch a short film about the infamous morning of December 7, 1941. Pick-up and drop-off at Sandy Beach Hotel.


Sunset Cocktail Sail
Company: Mo’s Sailing Co.
Description: Watch Hawaii’s famous sunset while cruising along Waikiki’s coast on a catamaran. Sip on a cocktail (first drink complimentary, $8 per drink after) and enjoy the colorful sky, views of Diamond Head, and maybe even a dolphin or sea turtle.


Shark Diving
Company: North Shore Adventures
Description: View Galapagos and sandbar sharks through an exciting cage dive. Depart from North Shore on a boat, where the crew prepares you to safely observe the sharks from the cage. You may also choose to watch from the boat.


Helicopter Ride
Company: Mega Helicopters
Description: Get a breathtaking aerial view of Oahu on an open-door helicopter tour. As you fly, enjoy sights of Pearl Harbor, Halona Blowhole, and Oahu’s famous beaches and waterfalls, which the pilot will tell you all about. A video of your flight is available for purchase at the end of the tour.


Snorkel Adventure
Company: Trailblaze Oahu
Description: See angelfish, sea turtles, and other exciting marine life darting in and out of caverns at Turtle Cove. After snorkeling, relax in the sun on the beach. Snorkel gear provided.


Luau Dinner and Show
Company: Leilani’s Luau
Description: Watch traditional Hawaiian cultural performances while feasting on a variety of traditional island foods at Leilani’s Luau in North Shore. All guests are greeted with a floral lei and adults 21 years and up can enjoy one complimentary cocktail. Pick-up and drop-off at Sandy Beach Hotel.

Hidden Gems Food Tour
Company: Island Foodie Tours
Description: A small-group walking tour that provides insights into Hawaii’s multicultural history and culinary heritage while taking you to eateries that lie off the tourist trail. Discover fresh markets, fruit vendors, and contemporary fusion restaurants. Ticket includes all tastings, snacks, lunch, and beverages. Walk begins at Sandy Beach Hotel and travels throughout downtown Honolulu.


Couple’s Sunset Dinner and Jazz Cruise
Company: Stars of Honolulu
Description: This sunset dinner and cruise offers a romantic evening on the waters of Honolulu. Enjoy a 5-course surf and turf dinner and sip on premium cocktails at a private table on a luxurious yacht. Live entertainment from a jazz band included.
The response should ensure that the email’s body mentions that the itinerary is attached.