Tour Guide Debbie vs San Juan Tours
Two tour operators for Old San Juan walking and food tours. Tour Guide Debbie starts at $50 and San Juan Tours at $69. Here is how their options line up on length, group size, age rules and cancellation.
Tour Guide Debbie
- Runs 10:00 AM Fridays and Saturdays
- Licensed guide-led small group
Old San Juan History Walking Tour
- From
- $50 per person
- Length
- 2 hours
- Group
- 10 to 16 people
- Cancellation
- Refund only if the operator cancels; late arrivals not refunded.
San Juan Tours
- Labels its VIP private tour as suited to cruise-ship passengers
- Walking tours listed as within walking distance of the cruise port
- No return-to-ship guarantee stated
Old San Juan & San Cristóbal Castle Walking Tour
- From
- $69 per adult
- Length
- Approximately 2.5 hours, 1:30 PM
- Cancellation
- Full refund 48+ hours before; no refund inside 48 hours. Runs rain or shine except severe weather.
Old San Juan Walking Tour & El Morro Fortress Entry
- From
- $79 per adult
- Length
- Approximately 2.5 hours, 9:00 AM
- Group
- Small group
- Cancellation
- Full refund if emailed 48+ hours before; later bookings final; weather cancellations by operator refunded or rescheduled.
Customizable VIP Private Tour (4 hours)
- From
- $145 per person
- Length
- 4 hours; starts 7, 8, 9 or 10 AM
- Group
- Private, 3+ guests
Both checked against the operators' own pages on 2026-10-22. See every operator in Old San Juan walking and food tours.