Since it's mid-morning, start with a relaxed introduction to the city by wandering the atmospheric lanes of Old Town toward Metekhi Church, where you can enjoy panoramic views of the Mtkvari River and city skyline. Stop for a late breakfast at Café Leila or a nearby bakery to sample fresh khachapuri and strong Georgian coffee, then cross the river to ride the Aerial Tramway up to Narikala Fortress for sweeping vistas that set the tone for the rest of your Tbilisi exploration.
Head to the lively Flea Market on Dry Bridge to browse Soviet-era curios, handcrafted enamel, and local antiques before warming up with a bowl of hearty kharcho at Machakhela or a nearby traditional restaurant. Continue with a relaxed riverside stroll to the modern Bridge of Peace, then curl up in the aromatic steam of Chreli AbanoS for a restorative sulphur bath experience to shake off travel fatigue and feel ready for an evening in the city.
As night falls, enjoy a cozy dinner at Barbarestan to taste refined takes on Georgian classics, then wander the illuminated streets toward Rustaveli Avenue for a glimpse of the city's grand architecture. Finish with live jazz or folk at Cafe Gallery or a cocktail at the rooftop bar of Rooms Hotel to soak in Tbilisi's lively evening atmosphere before turning in.
Drive from Tbilisi along the scenic Mtkvari Gorge to begin your morning in ancient Mtskheta, where you'll explore the UNESCO-listed Svetitskhoveli Cathedral and learn about Georgia's Christian heritage with a local guide. Afterward, wander the cobbled streets to the lively Mtskheta Market to sample churchkhela and fresh pastries, then climb a short way up the hill to the peaceful terrace of Samtavro Monastery for quiet views before continuing up toward Jvari later in the day.
After lunch, follow a short scenic drive to the hill above town to visit Armaztsikhe Fortress for panoramic views of the confluence of the Aragvi and Mtkvari rivers, then descend to explore the charming lanes of Mtskheta's Old Quarter where local artisans sell churchkhela and hand-painted ceramics. Finish the afternoon with a tranquil stop at the riverside Shios-Ubani Chapel, sampling snacks at a nearby café and watching golden-hour light wash the ancient skyline before making the gentle climb up to Jvari Monastery for sunset vistas that connect this day's sites into a seamless historical narrative.
As twilight deepens, savor a relaxed riverside dinner at Salobie Bia, sampling slow-cooked lobio and local flatbreads while watching lights reflect on the Mtkvari. Afterward, take a gentle post-meal walk to Kavkasia Wine Bar for a tasting of regional qvevri wines and a chance to chat with a sommelier about Kakheti varietals, then finish with star-lit views from the terrace of Hotel Armazis Khevi before returning to Tbilisi.
Leave Tbilisi early and drive the dramatic Georgian Military Highway, stopping for photos at the viewpoint by Russia-Georgia Friendship Monument before arriving in Stepantsminda; once in town, fuel up with a hearty breakfast at Café Rooms Kazbegi and chat with locals about trail conditions. Then take a 4x4 ride or snowshoe-guided trek along the ridge toward Gergeti Glacier viewpoint, pausing at the scenic hamlet of Kobi and the rustic Lars Pass area to admire the alpine landscape and, weather permitting, catch a clear morning vista of Mount Kazbek towering above the valley.
After the morning ridge trek, head down to the village center for a warming lunch at Rooms Hotel Kazbegi's Bar, then explore the nearby alpine meadows on a gentle walk toward the rustic hamlet of Gveleti, where a short winter trail leads to the frozen Gveleti Waterfall and quiet streamside viewpoints. Continue with a cultural stop at the small local Stepantsminda Museum to learn about mountain folklore, and finish the afternoon sipping hot tarragon tea in a family-run guesthouse while watching the sun soften the ridgelines of the Greater Caucasus.
After descending from the high ridges, settle into a cozy meal at Salobie Guesthouse to taste slow-braised lamb and locally made cheese while swapping stories with your hosts about mountain life. Later, take a short twilight walk to Chaukhi Viewpoint for a final, soft-lit panorama of the Caucasus, then warm up with mulled wine and live polyphonic singing at Rooms Hotel Kazbegi's lounge or an intimate village tavern to soak in local music and the alpine night air.
Drive east from Tbilisi through gentle vineyards to begin your day with a private tour and qvevri demonstration at Pheasant's Tears in Sighnaghi, tasting amber wines alongside homemade cheese and churchkhela. Continue to Tsinandali Estate for a guided stroll through its historic gardens and cellar, pairing classic Kakhetian whites with a light brunch in the manor house while your guide traces the region's winemaking lineage from the 19th century to today.
After a cultured morning, drive into the sun-drenched foothills to visit Ikalto Monastery where medieval winemaking traditions are interpreted on-site, then continue to Khareba Wine Cave for an atmospheric cellar tour and comparative tasting of qvevri and new-world-style wines. Finish with a late-afternoon stop at family-run Shumi Winery for a guided tasting paired with house-made breads and a walk through their experimental vineyards, watching golden light settle over the Alazani Valley as the region's stories and flavors come together.
As dusk falls, enjoy a convivial dinner at Pheasant's Tears Restaurant Annex where seasonal Kakhetian dishes are paired with estate qvevri wines while a local vintner explains cellar techniques. After dinner, take a short drive to the hilltop Batonis Tsikhe (Sighnaghi) viewpoint for sweeping night views of the Alazani Valley, then finish with a cozy tasting of fortified and amber wines in the intimate tasting room of Kakhetian Heritage Cellar, swapping stories with your host about the day's vineyards and the region's winemaking traditions.
Begin your morning with a stroll through Meidan Bazaar to pick up last-minute Georgian souvenirs-hand-painted enamel, satsnakheli spices and a few jars of local honey-then duck into Sultan's Bazaar for a rapid tasting of seasonal pastries and fresh churchkhela. Continue with a leisurely walk to Rike Park to enjoy riverside views and a takeaway coffee before pampering yourself at Orbeliani Sulfur Baths for a short restorative soak and scrub to feel refreshed and travel-ready.
Explore the creative pulse of Fabrika-browse its design shops, street art and craft coffee scene, then settle into Lolita for a relaxed late lunch with modern Georgian small plates. Afterward, wander the nearby artisan workshops of Shugliashvili Street to pick up last-minute handwoven scarves and ceramics, and finish the afternoon with a restorative steam and herb-infused bath ritual at Gulo's Thermal Spa, easing you into an evening of final packing and departure preparations.
Wind down your final evening with a relaxed riverside dinner at Funicular Restaurant Complex, where panoramic city lights and a classic khinkali tasting feel like a celebratory farewell. After dinner, take a gentle post-meal stroll across the lit Dry Bridge to browse evening stalls and then settle into a late-night restorative session at Orbeliani's Tea House for herbal infusions and a quiet recap of the trip before returning to your hotel to pack and prepare for departure.