Up to 10 Person Whittier to Anchorage Private Cruise Transport

A Scenic Ride from Whittier to Anchorage with a Personal Touch

If you’re arriving in Alaska via cruise or planning a road trip from Whittier to Anchorage, this private transportation service stands out as one of the most engaging ways to get between these iconic locations. For around $975 per group (up to 10 people), you’ll enjoy a roughly 90-minute journey that combines comfort, local insights, and spectacular scenery. Led by Kelley Thompson, a former stand-up comedian turned tour guide, this experience promises more than just a ride — it’s a chance to soak in Alaska’s natural beauty with a touch of humor and personalized attention.

What we love most about this tour is the door-to-door service, including pickup at either of Whittier’s cruise ports, and the flexibility to stop for photos or a quick coffee break along the way. Kelley’s friendly, knowledgeable style makes the drive not just practical but genuinely memorable. Plus, traveling in a new Mercedes Sprinter adds a level of comfort and style that’s often missing from standard transfers.

One potential consideration is that this tour is designed for a small group — up to 10 people — which means it’s ideal for travelers seeking a more intimate and customized experience. If you’re looking for a quick, no-frills transfer, this might seem a bit more personalized than you need. However, if you value genuine local insights and a relaxed pace, this service is especially suited to couples, families, or small groups who want a bit of an Alaskan adventure before reaching their hotel or the airport.

This experience is perfect for cruise passengers who want a seamless, personal transfer with a local guide’s touch. It’s equally ideal for visitors who appreciate scenic drives, photo stops, and learning tidbits about the region from someone who clearly loves sharing his passion for Alaska.

Key Points

• Personalized Service: Kelley manages all tours himself, ensuring attention to detail and a friendly, flexible approach.
• Scenic Route & Photo Stops: The drive through Turnagain Arm and the historic Anton Anderson Tunnel offers breathtaking views and perfect photo opportunities.
• Comfort & Convenience: Traveling in a modern Mercedes Sprinter with assistance with luggage makes the journey relaxed.
• Customizable Experience: You can request stops or changes, making it adaptable to your schedule and interests.
• Ideal for Small Groups: Up to 10 travelers, making it intimate and suitable for families, couples, or small groups.
• Early Booking Recommended: On average, groups book this about two months in advance due to its limited availability.

An In-Depth Look at the Whittier to Anchorage Private Transfer

Starting Point: Whittier Cruise Ports

Most travelers choose this service because it starts right at the cruise ports — either Holland America/Princess or Norwegian Cruise Line. Kelley, the guide and owner, is known for being punctual, friendly, and eager to make the experience enjoyable from the beginning. He arrives in his new Mercedes Sprinter, which comfortably seats up to 10 guests, and is always ready to help with luggage.

The pickup process is straightforward. Kelley communicates clearly about timing, and he’s open to adjustments if your ship’s schedule changes. The convenience of hotel or airport drop-offs is a huge plus, especially after a long cruise day or an early morning flight.

Passing Through the Anton Anderson Tunnel

Once aboard, your journey kicks off with a drive through the historic Anton Anderson Tunnel. This tunnel is a marvel of engineering, stretching over two miles and connecting Whittier to the mainland. It’s the longest combined rail and road tunnel in North America, and Kelley’s commentary makes the experience educational and fun, thanks to his humorous storytelling background.

Passing through the tunnel marks a transition from the bustling cruise port area into the more rugged, breathtaking scenery of Southcentral Alaska. It’s an experience worth savoring, especially when the weather cooperates, revealing views of mountains and ocean.

The Drive Along Turnagain Arm

Once through the tunnel, the route takes you along Turnagain Arm, a stunning waterway famed for its dramatic tides, mountain backdrop, and birdlife. Kelley loves sharing local stories and historical insights, which adds depth to the scenic drive.

The opportunity for photo stops along the way is a definite highlight. Kelley is flexible with timing and is happy to pause for photos if the group desires, making the journey more personalized. You might find yourself snapping shots of mountains reflected in the water or spotting local wildlife such as Dall sheep or seabirds. If you’re lucky, the weather might cooperate to give you a clear, crisp view of the surrounding peaks.

Ending at Your Destination

The journey concludes at your chosen location in Anchorage — be it a hotel, Airbnb, or the airport. Kelley’s assist with luggage and his local recommendations for dining, hiking, or exploring make this a well-rounded service.

Most travelers appreciate the personalized approach and the way Kelley tailors the experience to fit their schedule. The reviews emphasize this, with Lyndsay_S noting how Kelley was “very communicative” and allowed her to customize the tour. She also appreciated the “nice touches” like bottled water and flexible stops.

Pricing & Value

At $975 for a group of up to 10, the cost might seem high at first glance. However, consider what you’re getting: a private, direct transfer with a knowledgeable guide, scenic stops, and the comfort of a modern vehicle. When split among several travelers, it often compares favorably to shared shuttles or taxis, especially considering the bespoke service and local insights.

Who Should Consider This?

This tour appeals most to cruise guests looking for a hassle-free, personalized transfer, as well as small groups who want to combine transportation with a mini-tour. It’s ideal if you value local storytelling, scenic stops, and a relaxed pace. The flexibility and intimate setting make it a preferred choice for those who dislike big, noisy bus tours or impersonal transfers.

Final Thoughts

This private transfer from Whittier to Anchorage offers more than just a ride — it’s an introduction to the beauty and character of Alaska. Kelley’s friendly approach, combined with comfortable transportation and scenic stops, ensures you start your land journey on a high note. Whether you’re arriving by cruise or heading to the airport, this service adds a touch of Alaska’s charm to your travel day.

If you’re someone who appreciates local insights, flexibility, and scenic beauty, this tour is worth considering. It’s especially well-suited to small groups who want a personalized experience without the hassle of navigating alone or joining large bus tours.

For travelers seeking a seamless, scenic, and friendly transfer that makes the most of Alaska’s stunning landscape, this private service is a top contender.

FAQ

How many people can this tour accommodate?
Up to 10 guests, making it perfect for small groups, families, or couples who want a private experience.

What is included in the price?
The cost covers private transportation, pickup and drop-off at your location, and the flexibility for photo stops and light commentary.

Can I customize the stops or timing?
Yes, Kelley is very flexible and happy to accommodate special requests or adjust stops if time permits.

Will I be picked up at the cruise port?
Yes, Kelley can meet you at either Whittier cruise port — Holland America/Princess or Norwegian Cruise Line.

What should I do if my ship’s schedule changes?
Just send a message through the booking app. Kelley is communicative and can adjust pickup times if needed.

Is this service suitable for travelers with luggage?
Absolutely. Kelley assists with luggage, and the vehicle is spacious enough for multiple pieces.

Can I get this transfer to my hotel or the airport?
Yes, Kelley will drop you at your hotel or airport in Anchorage, with options for midtown or downtown locations.

What makes this tour different from a regular shuttle?
It’s a private, guided transfer with a personable guide who shares local stories, making the ride more engaging and tailored to your interests.

How early should I book?
Because of limited availability, it’s best to reserve at least two months in advance, especially during peak cruise season.

What if I need to cancel?
You can cancel free of charge up to 24 hours before the scheduled pickup for a full refund.

This private transfer from Whittier to Anchorage offers a thoughtful, scenic, and personalized way to start your Alaskan adventure. With Kelley’s friendly guidance and a focus on comfort and flexibility, it’s a smart choice for travelers who want to make their journey as memorable as their destination.