Valparaiso & Casablanca: Cruise Transfer with Wine Tasting

Summary

Colorful Valparaiso streets, Casablanca wine & Santiago transfer

You’ll step right off your San Antonio cruise into a day full of color—wandering Valparaiso’s street art with a local guide, riding a vintage funicular above the harbor, tasting Casablanca Valley wines among sunlit vines. With luggage handled and drop-off in Santiago included, all you need is curiosity—and maybe an appetite for empanadas.

What’s the experience like?

We’d barely rolled our suitcases off the ship in San Antonio when Sergio waved us over — he had my name scribbled on a sign and this huge grin, like he’d already guessed we were running on too little sleep. Our bags got tucked into the van (I kept checking mine through the window, just out of habit), and then we were winding along the coast toward Valparaiso. The sea air was sharp, almost salty enough to taste. Sergio pointed out fishing boats bobbing near the docks, and I remember thinking how every house seemed painted a different color — not in that Instagram way, but like someone had run out of paint halfway up the wall and just shrugged.

The walking tour through Valparaiso was… honestly, I still can’t decide if it was more about the art or the people. We ducked into narrow alleys where murals stretched overhead — some wild-eyed dog staring down at us from a blue wall. A woman selling empanadas outside Plaza Sotomayor handed me one with a nod; I burned my tongue because I didn’t wait for it to cool. Sergio showed us how to hop on an old funicular that rattled so much everyone laughed nervously, but it held together. Up top, there was this view of tangled streets spilling toward the port — not neat or tidy, but real.

Lunch was a blur of chatter and clinking glasses (I tried to order in Spanish; our server smiled politely). After Viña del Mar — which really does have more flowers than you’d expect — we drove inland to Casablanca Valley. The air changed: warmer, with dusty vineyards stretching out under pale sunlight. At CasaValle Viña Mar winery they poured two wines for us; the white was crisp and cold against my tongue. Someone made a toast in half-English, half-Spanish — nobody minded.

By the time we reached Santiago for drop-off (airport for some, hotel for me), I felt that weird mix of tired and quietly grateful. There’s something about leaving one place behind while already half-arrived somewhere new. If you’re looking for a day trip from San Antonio cruise port to Santiago with stops in Valparaiso and Casablanca Valley, this is probably what you want — though honestly, it’s hard to explain how much those colors stick with you after.

Step-by-step itinerary

Day 1 — Explore Valparaiso, Viña del Mar, and Casablanca

• Meet guide at San Antonio port
• Store luggage in tour van
• Travel to Valparaiso
• Walking tour of Valparaiso viewpoints and wall art
• Lunch break at local restaurant
• Visit Viña del Mar highlights
• Wine tasting at Casablanca Valley winery
• Drop off at Santiago airport or hotel

Top questions

Is luggage transportation included from San Antonio port?

Yes, your luggage stays securely in the tour van throughout the day until drop-off in Santiago.

Does this tour include wine tasting in Casablanca Valley?

Yes, you'll stop at CasaValle Viña Mar winery for two wine tastings as part of the itinerary.

Where does the tour end?

The tour ends with drop-off at either Santiago Airport or your hotel in Santiago.

How long is the drive from San Antonio port to Valparaiso?

The drive takes about 1–1.5 hours depending on traffic and weather conditions.

Are meals included during the tour?

No set meal is included; you'll have free time to choose lunch at local restaurants in Valparaiso.

Is there a minimum number of participants required?

Yes, at least six people are needed for this tour to operate as scheduled.

Can infants join this transfer tour?

Yes—infants are welcome but must sit on an adult's lap; strollers/prams are allowed too.

Will there be a local guide during all stops?

Yes—a professional guide accompanies you from pickup at San Antonio through all destinations until drop-off.

What’s included

Your day includes pickup right outside San Antonio cruise terminal (with your luggage safely stored), guided walking tour through Valparaiso’s murals and viewpoints including Plaza Sotomayor, vintage funicular ride up the hillside, free time for lunch at local spots, quick highlights stop in Viña del Mar’s “garden city,” wine tasting of two varietals at CasaValle Viña Mar winery in Casablanca Valley, plus comfortable drop-off at your chosen location in Santiago—either airport or hotel—in early evening.