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The Pillars of Heracles - The Coastal Hellenic World

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Modular One-Week Road Tours

Slow. Deliberate. Coastal.
Each week stands alone. Each week can also lead into the next.

Week 16 — Cyrenaica to Tripolitania

From Greek plateau to Roman littoral

Route
Cyrene (Shahhat) → Apollonia → Benghazi → Ajdabiya → Sirte → Leptis Magna / Al Khums → Tripoli

Endpoint: Tripoli
(This establishes the western hinge toward Tunisia, Carthage, or a Sicily re-join.)

7 days • 3 bases • long-coast week • Greek–Roman interface

At a glance

Bases
Cyrene area (2) • Sirte (2) • Tripoli / Al Khums (3)

Hellenic anchors

Cyrene • Apollonia • Leptis Magna (Greek substrate)

How to use this week

Enter from Cyrenaica or treat this as a reset corridor.
This week is about distance and transition, not accumulation.

Prologue — When the Plateau Releases the Sea

Cyrenaica looks inward.
Tripolitania looks outward.

Between them lies a coast that resists settlement until power, logistics, and scale arrive together. Greek colonies thin out here; Rome later thickens the shoreline. The Mediterranean does not change—but the reason for building beside it does.

This week teaches how coastlines become imperial only after they become legible.

Route logic

Long drives • restrained site visits • recovery days built in • scale awareness over detail

Day by day

Day 1 — Cyrene (Shahhat)

Overnight: Cyrene area

Focus
A second, quieter pass.

Hellenic layer
Cyrene as a complete Greek system: sanctuary, city, hinterland.

Do one thing properly
Early light on the plateau.
Leave before saturation.

Day 2 — Cyrene → Apollonia → Benghazi

Overnight: Benghazi

Focus
The inland–harbour pairing, revisited.

Hellenic layer
Apollonia exists solely to serve Cyrene; when Cyrene fades, the port fades with it.

Do one thing properly
Short harbour walk.
Then move on.

Day 3 — Benghazi → Ajdabiya (hinge) → Sirte

Overnight: Sirte

Focus
Distance day.

Hellenic layer
Ajdabiya marks the thinning of Greek settlement logic.

Do one thing properly
Drive clean.
Arrive, eat, sleep.

Day 4 — Sirte (no long driving)

Overnight: Sirte

Focus
Recovery and recalibration.

Hellenic layer
Some coasts are navigational corridors, not cultural centres.

Do one thing properly
One sea-edge walk.
One long sit.

Day 5 — Sirte → Misrata (pause) → Al Khums

Overnight: Al Khums / Leptis area

Focus
Approaching scale.

Hellenic layer
Greek groundwork beneath Roman expansion.

Do one thing properly
Arrive early.
No sites today.

Day 6 — Leptis Magna

Overnight: Al Khums / Leptis area

Focus
The coastal city fully realised.

Hellenic layer
Leptis Magna grows on Greek foundations but speaks fluent Rome.

Do one thing properly
Forum → harbour → basilica.
Then stop.

Day 7 — Al Khums → Tripoli

Overnight: Tripoli

Focus
Arrival at the western Libyan capital.

Hellenic layer
Tripoli as a meeting point: Greek memory, Roman structure, later layers still to come.

Do one thing properly
Old harbour loop at dusk.
Early night.

Navigation

← Previous Week — Alexandria to Cyrenaica
Next Week → Tripolitania to Carthage or Sicily
Back to Libya — Weeks 15–16

Optional: the long-form read

In the manuscript, this week becomes a study of why Greek colonisation thins and Roman urbanism thickens—a lesson in scale, logistics, and coastal power. (Paid)

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Nostos: the long journey home through landscape and memory.

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