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The connection between place and heritage has always fascinated me, perhaps because of my own mixed Indian-American background. When I recently planned a fall journey connecting Jordan's Red Sea coast with Eritrea's highland capital, I was drawn to the contrast between these two destinations – one a burgeoning resort town with ancient roots, the other a UNESCO-listed modernist city perched in East African highlands. Both share complex histories, remarkable architecture, and a surprising array of boutique accommodations that deserve more attention than they typically receive in travel circles. This seven-day luxury itinerary took me from the aquamarine waters of Aqaba to the terracotta hues of Asmara, a journey that felt like traversing between worlds while enjoying the finest boutique stays in each location.
Aqaba's Waterfront Elegance: Kempinski Hotel
After twenty years covering sporting events across continents, I've developed what my wife calls a 'professional relationship with luxury' – appreciating exceptional service without being dazzled by mere opulence. The Kempinski Hotel Aqaba Red Sea exemplifies this balance perfectly. Situated along Jordan's modest 27km coastline, this property demonstrates how thoughtful design can transform a destination experience.
The hotel's curved façade mimics the shoreline it faces, with every room offering unobstructed sea views that capture both sunrise and the silhouettes of Egyptian mountains across the water. What impressed me most wasn't just the five-star amenities but how the property serves as a cultural gateway. The concierge arranged a private boat excursion with a local captain who had been diving these waters for decades, sharing stories of how the port town has evolved from ancient Edom to today's free economic zone.
The Kempinski's infinity pool creates the perfect illusion of swimming directly into the Red Sea, while maintaining the privacy luxury travelers seek. I spent mornings here with my waterproof e-reader, alternating between reading about Aqaba's role in the Great Arab Revolt and watching local fishermen prepare their boats for the day.
The hotel's Sea.Fire restaurant deserves special mention for its sustainable seafood program. Chef Mahmoud sources from local fishermen using traditional methods, creating a menu that balances Levantine flavors with international techniques. The grilled red snapper with za'atar and preserved lemon was a highlight that had me returning twice during my three-night stay.

💡 Pro Tips
- Request a room on floors 5-7 for the best unobstructed sea views
- The hotel's private beach access is worth the premium room category
- Book the hotel's private transfer from Amman rather than taking the public shuttle for a more comfortable 4-hour journey
Desert Excursions from Coastal Comfort
While Aqaba itself offers diving experiences that rival more celebrated Red Sea destinations, the city's true advantage is its proximity to Wadi Rum and Petra. Using the Kempinski as my base, I arranged a full-day excursion to Wadi Rum through the hotel's experience desk, which proved far more personalized than the standard tours operating from Amman.
My guide, Suleiman, was a member of the local Bedouin community whose family has traversed these rust-colored landscapes for generations. Unlike the rushed tours that hurry between Instagram-famous spots, Suleiman took us to quieter corners of the protected area, explaining how various sporting traditions – particularly endurance horse riding – evolved from the practical needs of desert navigation.
I'd strongly recommend packing a quality camera lens filter kit if you're a photography enthusiast. The desert light in Wadi Rum is both magnificent and challenging, with extreme contrasts that standard smartphone cameras struggle to capture. The variable ND filter allowed me to balance the bright sky against the shadowed canyon walls, preserving details that would otherwise be lost.
Returning to Aqaba's coastal climate after a day in the desert creates a sensory reset that enhances appreciation for both environments. The temperature difference – often 10°C cooler on the coast – makes the evening sea breeze particularly refreshing. This geographical juxtaposition reminded me of matches I'd covered at South Africa's Newlands Cricket Ground, where players contend with both Table Mountain's shadow and the Cape Doctor wind within hours.

💡 Pro Tips
- Book desert excursions through the hotel rather than online for more personalized experiences
- Bring proper sun protection as the reflection from both sea and desert can cause severe sunburn
- Consider the 3-day Jordan Pass if you're also visiting Petra, as it includes your visa fee
Transitioning to Asmara: Africa's Modernist Gem
The flight from Amman to Asmara requires a connection and some patience with visa procedures, but the architectural rewards make the journey worthwhile. Eritrea remains one of Africa's least visited countries, partly due to its complex political situation and partly because its treasures remain largely unpublicized. For travelers willing to navigate these challenges, Asmara offers an unparalleled collection of Italian modernist architecture, preserved through decades of isolation.
I've long been fascinated by how colonial sporting traditions – like cricket in India or rugby in New Zealand – evolve to become authentic expressions of local identity. Asmara presents a parallel architectural story: Italian designs reinterpreted through local materials and sensibilities, creating something entirely unique.
The Albergo Italia, my accommodation choice, embodies this cultural synthesis. Established in 1899, it's one of Africa's oldest continuously operating hotels, though the current structure dates primarily from the 1930s Art Deco renovation. The hotel's historic significance is matched by its surprising comfort – the recent restoration maintained period details while discreetly adding modern necessities.
My corner room featured original terrazzo floors, restored wooden shutters, and a balcony overlooking Liberation Avenue. The bathroom's vintage fixtures had been carefully preserved, though the plumbing had thankfully been updated. While not offering the comprehensive amenities of Aqaba's Kempinski, the Albergo Italia provides something rarer: an authentic connection to Asmara's unique architectural heritage.
For capturing the remarkable light quality in Asmara (the city sits at 2,325 meters elevation), I relied heavily on my compact travel tripod. The aluminum version balances weight and stability perfectly for travel photography, allowing me to capture the golden hour illuminating the city's modernist facades without carrying excessive equipment.

💡 Pro Tips
- Arrange your Eritrean visa well in advance through official channels
- Bring adequate cash as ATM access is extremely limited in Eritrea
- Learn basic Tigrinya phrases – locals appreciate the effort and English is less commonly spoken than in Jordan
Asmara's Architectural Safari
If Aqaba's primary luxury is its natural setting, Asmara's is its extraordinary built environment. UNESCO recognized the entire city center as a World Heritage Site in 2017, citing it as 'an exceptional example of early modernist urbanism.' Walking these streets feels like stepping into an alternate timeline where Italian futurism found its most complete expression not in Europe, but in East Africa.
The Albergo Italia's central location makes it ideal for architectural exploration. Within a fifteen-minute walk, I discovered the Fiat Tagliero Building (resembling a concrete airplane), Cinema Impero (perhaps Africa's most beautiful movie theater), and numerous cafes where vintage Gaggia espresso machines still hiss and steam. These aren't museums – they're living, functioning spaces where Asmarinos conduct their daily lives amid extraordinary design.
My local guide, Biniam, arranged through the hotel, provided historical context that transformed my understanding of these buildings. What initially appeared as simple colonial imposition revealed itself as a complex negotiation between Italian design principles and local craftsmanship. The resulting structures speak to both oppression and creative adaptation.
Asmara's 2,325-meter elevation creates a climate that defies expectations of East Africa – cool mornings and evenings bracket warm, dry days. This highland environment demands layered clothing. My packable down jacket proved essential for early morning photography sessions when temperatures hovered around 10°C, yet packed small enough to carry when afternoons warmed to a pleasant 22°C.
The city's cafe culture deserves special mention. Bar Moderna, despite its name, dates from the 1930s and serves macchiatos that would impress any Milan barista. These cafes became my afternoon ritual – places to review photographs, write notes, and observe the gentle rhythm of a city that operates at a pace reminiscent of pre-digital life.

💡 Pro Tips
- Hire a knowledgeable local guide for context that transforms your understanding of the architecture
- Visit the Fiat Tagliero Building near sunset when the light accentuates its airplane-like form
- Respect local customs by asking permission before photographing people or religious sites
Cultural Contrasts: From Red Sea to Red Mountain
The juxtaposition of Aqaba and Asmara creates a journey of fascinating contrasts. In Aqaba, luxury is expressed through contemporary international standards – infinity pools, spa treatments, and fusion cuisine. In Asmara, luxury manifests as preserved heritage, unhurried authenticity, and cultural experiences unavailable elsewhere.
The final evening of my stay in each location highlighted these differences perfectly. In Aqaba, I enjoyed a private dinner on the Kempinski's beach, waves lapping nearby as a chef prepared local seafood at a temporary station. The experience was curated, comfortable, and executed with professional precision.
In Asmara, my final evening involved joining locals at an impromptu football viewing party at a neighborhood bar near the Albergo Italia. When I mentioned my background in sports journalism, I was immediately drawn into passionate debates about Premier League strategies and the comparative merits of various national teams. The spontaneous camaraderie – facilitated by local Asmara beer and shared sports enthusiasm – created a connection no planned luxury experience could match.
This contrast extends to the physical environments as well. Aqaba sits at sea level, with humidity that softens the desert air and creates spectacular sunsets as light refracts through moisture. Asmara's thin highland atmosphere produces sharper light, cooler temperatures, and a clarity that makes distant mountains seem deceptively close.
For photographers, these distinct environments demand different approaches. In Aqaba, I often used my polarizing filter to cut through water reflections and enhance the already-vibrant colors of the Red Sea coral. In Asmara, the filter helped manage the intense highland sunlight while maintaining the subtle color variations in the city's modernist concrete structures.

💡 Pro Tips
- Allow at least three nights in each destination to adjust to the dramatic altitude difference
- Consider scheduling Aqaba first if you're sensitive to altitude changes
- Bring versatile clothing layers to accommodate both coastal humidity and highland temperature fluctuations
Final Thoughts
This journey from Aqaba's azure waters to Asmara's terracotta highlands offers a masterclass in contrasting luxury experiences. Jordan delivers refined international hospitality in a setting where ancient history meets contemporary comfort, while Eritrea presents the rarer luxury of authenticity and preservation. Together, they create a compelling week-long itinerary for couples seeking experiences beyond typical luxury destinations. The physical journey between them – from sea level to over 2,300 meters – mirrors the conceptual journey between different expressions of hospitality and heritage. For travelers willing to embrace both the seamless service of Aqaba and the rewarding complexities of Asmara, this Red Sea to Red Mountain route offers insights and memories that standard luxury circuits simply cannot provide. As both destinations continue developing their tourism infrastructure, now is the perfect moment to experience their distinctive charms.
✨ Key Takeaways
- Combining these contrasting destinations creates a more meaningful luxury experience than visiting either alone
- Aqaba offers sophisticated international hospitality while Asmara provides the luxury of authenticity and preservation
- Fall provides ideal weather conditions in both locations, with pleasant temperatures and minimal crowds
- Working with knowledgeable local guides transforms standard sightseeing into deeper cultural understanding
📋 Practical Information
Best Time to Visit
September-November
Budget Estimate
$3,500-5,000 per person for 7 days
Recommended Duration
3 nights Aqaba, 4 nights Asmara
Difficulty Level
Intermediate
Comments
springchamp
Just booked my tickets to Jordan after reading this! Can't wait to experience that Red Sea magic. The contrast between desert and sea is what dreams are made of!
Amit Sullivan
You're going to love it! Don't miss the sunset jeep tours in Wadi Rum if you can squeeze it in.
springchamp
Already on the itinerary! Any food recommendations for Aqaba?
Jennifer Thomas
Not Amit, but definitely try Sayadieh (fish with spiced rice) at Ali Baba Restaurant near the waterfront. Total local gem!
adventureadventurer
Is Asmara safe for solo female travelers? Been wanting to go!
photoqueen
Those shots of Asmara's architecture are absolutely stunning! The light on the buildings has that perfect golden hour glow. Did you use any special equipment for the night shots of Aqaba?
Amit Sullivan
Thanks! Just my trusty Sony A7III and a tripod for the night shots. The Aqaba waterfront is so well-lit that it makes night photography pretty forgiving!
Jennifer Thomas
This post brought back such memories! I did Aqaba on a budget last summer and while I couldn't swing the Kempinski (living vicariously through your photos!), I found the public beaches just as gorgeous. The contrast between diving in the Red Sea and exploring Wadi Rum was incredible. For anyone heading there on a budget, the local seafood market near the port has amazing cheap eats! I also picked up a travel towel before my trip which was perfect for those beach-to-desert transitions. Still dreaming about that Aqaba sunset...
photoqueen
Jennifer - that seafood market tip is gold! Adding it to my list for next month's trip.
Taylor Moreau
Excellent piece highlighting these contrasting destinations, Amit. For business travelers considering this route, Aqaba's special economic zone status makes it an interesting hub for regional meetings. I've found the Kempinski's business facilities exceptional, though connectivity in Asmara remains challenging - best to prepare for intermittent internet access there. One addition to your architectural tour: don't miss the former Banco d'Italia building in Asmara, which perfectly exemplifies the rationalist style and is often overlooked by visitors focused on the more famous sites.
journeyfan
How did you travel between Aqaba and Asmara? I can't imagine there are direct flights?
Amit Sullivan
Good question! No direct flights - I flew Aqaba to Amman, then Amman to Cairo, stayed overnight, then Cairo to Asmara the next day. Not the most efficient route but gave me time to adjust!
Gregory Boyd
Fascinating contrast between these two locations, Amit. I backpacked through Jordan last year but sadly missed Aqaba. The architectural heritage of Asmara has been on my list for ages - particularly intrigued by how you described the Italian rationalist buildings as an 'architectural safari.' That's spot on! Did you find the political situation in Eritrea complicated for travelers? I've heard mixed reports about visa processes and travel restrictions.
Amit Sullivan
Thanks Gregory! The visa situation was indeed complex - took about 3 weeks to process through their embassy in DC. Restrictions have eased somewhat, but still need to plan carefully. The architectural payoff is absolutely worth it though!
Gregory Boyd
Appreciate the insight, Amit. Might finally take the plunge and apply this year!
adventureblogger
Wow! Two destinations I've been dreaming about! Those Asmara modernist buildings look absolutely incredible. Thanks for highlighting places that aren't on everyone's radar!
explorequeen
Those Red Sea sunset photos are absolutely stunning! Adding Aqaba to my bucket list right now.
cityfan
You won't regret it! The snorkeling is world-class too.
tripmaster
Your post really captures the contrast between these two destinations! I visited Asmara in 2023 and was blown away by the Italian modernist buildings - it's like stepping into a 1930s time capsule. The Fiat Tagliero building is even more impressive in person than in photos. One tip for anyone going: the coffee culture in Asmara is incredible. Make sure to visit Bar Impero on Liberation Avenue for the full experience - the espresso rivals anything in Rome but costs a fraction of the price.