alliances
Airline alliance membership (Star Alliance, oneworld, SkyTeam) and cross-alliance booking relationships. Maps which loyalty…
Per-program stopover rules for award redemptions. Which programs allow free stopovers, how many, how long, and which don't. Covers Icelandair, Aeroplan, Alaska, Flying Blue, Singapore, Cathay, JAL, and the negative space (BA, AA, Delta).
$ npx -y skills add borski/travel-hacking-toolkit --skill stopovers --agent claude-codeHow it fires
How this skill gets triggered: by you, by Claude, or both.
/stopoversContext preview
The summary Claude sees to decide when to auto-load this skill.
Per-program stopover rules for award redemptions. Which programs allow free stopovers, how many, how long, and which don't. Covers Icelandair, Aeroplan, Alaska, Flying Blue, Singapore, Cathay, JAL, and the negative space (BA, AA, Delta).
name: stopovers description: Per-program stopover rules for award redemptions. Which programs allow free stopovers, how many, how long, and which don't. Covers Icelandair, Aeroplan, Alaska, Flying Blue, Singapore, Cathay, JAL, and the negative space (BA, AA, Delta). category: reference summary: Per-program stopover rules for award redemptions. Includes Icelandair free stopover, Aeroplan, Alaska Atmos, Flying Blue, Singapore tiers, plus the negative space (BA, AA, Delta, JetBlue) that have no stopover programs. allowed-tools: Bash(jq *), Read
Reference data for which programs allow stopovers on award redemptions, how many, where, for how long, and at what cost. Sourced primarily from each airline's own award rules pages, cross-checked against Frequent Miler, OMAAT, Travel Miles 101, Prince of Travel, and Upgraded Points.
Data lives in [`data/stopovers.json`](../../data/stopovers.json). Refresh cadence is 90 days because stopover rules change rarely (much less often than transfer bonuses or program valuations).
A planned interruption of a journey at a point between origin and destination. The IATA standard definition is:
Each loyalty program defines its own rules within or beyond this baseline. Some programs let you stop for a week. Some let you stop for 365 days. Some don't allow stopovers at all.
The headline value: a free stopover lets you visit two destinations on a single award. Iceland on the way to Europe. Tokyo on the way to Bangkok. Singapore on the way to Sydney.
The full data is in `data/stopovers.json`. Headlines:
| Program | Max Round-Trip | Max Days | Cost | Booking | Confidence | |---------|----------------|----------|------|---------|------------| | Aeroplan | 2 (1 per direction) | 45 | 5,000 pts | Online | VERIFIED | | Alaska Atmos Rewards | 2 (1 per one-way) | unspecified | Free | Phone | VERIFIED | | ANA Mileage Club | 1 | unspecified | Free | Online | LIKELY | | Avianca LifeMiles | 1 | unspecified | Free | Online | LIKELY | | Cathay Asia Miles | 2 | unspecified | Free | Online | VERIFIED | | Copa ConnectMiles | 1 | unspecified | Free | Online | LIKELY | | Etihad Guest | 1 | unspecified | Free | Phone | LIKELY | | Flying Blue (AF/KLM) | unlimited | up to 365 | Free | Phone | VERIFIED | | **Icelandair Saga Club** | **2 (transatlantic)** | **7** | **Free** | **Online** | **VERIFIED** | | JAL Mileage Bank | 3 (partner only) | unspecified | Free | Phone | VERIFIED | | Korean SKYPASS | 1 | unspecified | Free | Phone | LIKELY | | Lufthansa Miles & More | 2 | unspecified | Free | Online | LIKELY | | Qatar Privilege Club | 1 | unspecified | Free | Phone | UNVERIFIED | | Singapore KrisFlyer | 1 (Saver) / 2 (Advantage) | 30 | Free | Online | VERIFIED | | TAP Miles & Go | 1 (partners only) | unspecified | Free | Online | LIKELY | | Turkish Miles & Smiles | 1 | unspecified | Free | Phone | LIKELY | | United (Excursionist Perk) | DISCONTINUED Aug 2025 | — | — | — | VERIFIED |
These programs price each segment as its own award. Long layovers up to ~24 hours are still typically permitted but offer no perk.
For full details, restrictions, recent changes, and primary sources for any program, query `data/stopovers.json`.
Icelandair's stopover program is **the single best free-vacation perk built into a flight ticket in commercial aviation.** Some specifics worth highlighting:
When recommending stopover-friendly programs to a US-Europe traveler with flexible plans, this should usually be near the top of the list.
Primary source: [icelandair.com/flights/stopover](https://www.icelandair.com/flights/stopover/)
# All programs that allow stopovers, sorted by max round-trip stopovers
jq '.programs[] | select(.category == "positive") |
{name, max_rt: .max_stopovers_round_trip, surcharge: .surcharge_points, booking: .booking_methodAI-powered travel hacking with points, miles, and award flights. Drop-in skills and MCP servers for OpenCode, Claude Code, and Codex. Ask your AI to find you a 60,000-mile business class flight to Tokyo.
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