Bringing Chicagoland Travelers Together Since 1989

Discover more, worry less, and share the journey. Cary Travel Express has been leading escorted group travel throughout the Chicagoland area, bringing travelers together to explore the world with confidence. Our thoughtfully planned itineraries and experienced escorts take care of the details, so you can enjoy incredible destinations, build new friendships, and make lasting memories. Whether you’re traveling solo, as a couple, or with friends, you’ll have the comfort of expert support and a welcoming group every step of the way.!

Results

November 2026
Paul Gauguin Tahiti

Paul Gauguin Tahiti

Escorted by Ania Gifford

Tahiti & The Society Islands

Nov 14-21, 2026 Cruise Vacation

Set sail on a once-in-a-lifetime 7-night voyage aboard the m/s Paul Gauguin through French Polynesia’s legendary Society Islands. From Tahiti’s vibrant capital to the lush beauty of Huahine, a private Motu Mahana beach day, iconic Bora Bora views, and tropical Moorea — this escorted cruise delivers paradise at every turn. Gourmet dining, water sports, expert local enrichment, and unforgettable island experiences included.

April 2027
Maldives Luxury Escape — Escorted by Neelie

Maldives Luxury Escape — Escorted by Neelie

Luxury All-Inclusive Escorted Group Tour

Atmosphere Kanifushi Maldives

Apr. 10-17, 2027 Land Vacation

Escape to the Maldives in Unforgettable Luxury

Imagine waking up in your own private overwater villa, surrounded by crystal-clear turquoise waters and some of the world's most breathtaking scenery. Join Cary Travel Express on an escorted luxury journey to the Maldives, where every detail has been thoughtfully planned for a relaxing and unforgettable island escape.

Spend seven nights at the award-winning Atmosphere Kanifushi Maldives, enjoying gourmet dining, premium beverages, exciting water activities, and exceptional service in one of the world's most sought-after tropical destinations.

Extend Your Journey in Dubai

If you're traveling all the way to the Maldives, why not experience another bucket-list destination along the way?

Our exclusive 4-day Dubai Pre-Tour-April 7-10, 2027 is the perfect way to begin your adventure. Explore the city's historic souks, take in breathtaking views from the Burj Khalifa, enjoy a luxury desert safari, and relax at a five-star beachfront hotel before continuing on to paradise in the Maldives.

April 2027
Best of the Mediterranean Cruise

Best of the Mediterranean Cruise

Monte Carlo, Amalfi & Venice

Exclusive Agency Pricing

April 24 - May 5, 2027 Cruise Vacation

Join Cary Travel Express for a Mediterranean adventure filled with coastal beauty, historic cities, and incredible flavors. Sail aboard Azamara Journey from Barcelona to Venice (Chioggia), exploring iconic destinations and charming seaside towns along the way.

From Monte Carlo’s glamorous waterfront to the colorful shores of Sorrento and Amalfi, each stop brings something new to discover. Explore ports offering access to Florence, Pisa, and Rome, then continue along the Adriatic to scenic Kotor, historic Dubrovnik, and picturesque Piran. A relaxing day at sea gives you time to unwind and enjoy life on board.

Ports of Call

Barcelona, Spain • Provence (Marseille), France • Monte Carlo, Monaco • Florence/Pisa (Livorno), Italy • Rome (Civitavecchia), Italy • Sorrento, Italy • Amalfi, Italy • Kotor, Montenegro • Dubrovnik, Croatia • Piran, Slovenia • Venice (Chioggia), Italy

Join Our Group

Make the Mediterranean part of your 2027 travel plans! Contact Cary Travel Express for group pricing, stateroom availability, and reservation details.

May 2027
Jewels of the Mediterranean

Jewels of the Mediterranean

Personally Escorted by Neelie & Neils

All-Inclusive Voyage, Scenic Eclipse II

May 2 –13, 2027 Cruise Vacation

Sail through the Mediterranean aboard the ultra-luxury Scenic Eclipse II on an unforgettable 12-day journey from Palma de Mallorca to Valletta. Explore the beautiful Balearic Islands, the coastlines of Sardinia and Sicily, and the historic islands of Malta, all while enjoying the intimate atmosphere and exceptional service of a Scenic Discovery Yacht.

Escorted by Neelie & Neils, this is a special opportunity to experience the Mediterranean with Cary Travel Express. Space within our group is extremely limited, and special promotional pricing is available for reservations made by November 30, 2026.

Contact Ne****@***************ss.com for current availability and details.

May 2027
Punta Cana- New Resort

Punta Cana- New Resort

Dreams Playa Esmeralda | All-Inclusive Luxury Getaway

May 8-15, 2027 Land Vacation

Escape to a breathtaking tropical paradise to Dreams Playa Esmeralda Resort & Spa, nestled along a calm beachfront with turquoise waters and lush tropical surroundings in the Dominican Republic. This newly opened, family-friendly all-inclusive resort on a pristine white-sand beach offers a perfect mix of relaxation, adventure, and elevated service — ideal for couples, groups, and multigenerational travelers alike.

Flights + All-Inclusive + Transfers included 
Waterpark • 10 Restaurants • 7 Bars • Pools • Spa
Fun for families, couples & groups

Lock in these exclusive prices when you book NOW!

May 2027
Splendors of Sicily, Italy and the French Riviera

Splendors of Sicily, Italy and the French Riviera

Escorted by Marg and Tom Merz

All-Inclusive, Scenic Eclipse II

May 12-21, 2027 Cruise Vacation

Embark on a luxury Discovery Yacht of 200 passengers Cruise through the Mediterranean, exploring the charm of Sicily, Italy, Corsica, Monaco, and the French Riviera. From the ancient wonders of Valletta and Taormina to the colorful villages of Portofino and the glamour of Monte Carlo and Cannes, each port offers breathtaking scenery and unforgettable cultural experiences.

Enjoy all-inclusive amenities, world-class dining, once in a lifetime experience!

Price change after March 31st!

May 2027
Highlights of Poland

Highlights of Poland

Escorted by Ania Gifford

‘Business Class’ style coaches with extended legroom

May 21-31, 2027 Land Vacation

Join Cary Travel Express and escorted host Ania Gifford on an unforgettable journey through Poland. This 10-day escorted tour through Poland showcases the country’s rich history, vibrant culture, breathtaking scenery, and meaningful historical landmarks while traveling alongside fellow Cary Travel Express travelers.

Explore the historic cities of Warsaw and Kraków, experience the beauty of Zakopane and the Tatra Mountains, visit the Auschwitz Memorial and Museum, and discover the cultural charm of Wrocław, Poznań, and Gdańsk. Along the way, enjoy guided sightseeing throughout Poland, authentic Polish cultural experiences, traditional cuisine, premium hotel accommodations, and expertly planned touring across some of Poland’s most iconic destinations.

This escorted Europe tour is ideal for travelers looking to experience Poland’s history, architecture, local traditions, scenic mountain landscapes, and historic Old Towns with the comfort and ease of guided group travel.

For more information or reservations:

847-639-3300
an**@***************ss.com

June 2027
Italy’s coastline and Islands of Greece and Croatia

Italy’s coastline and Islands of Greece and Croatia

Escorted by Stephanie Nommensen

All-Inclusive Services & Amenities

June 8-17, 2027 Cruise Vacation

Travel with Stephanie Nommensen on this exclusive escorted departure and experience the Mediterranean the way it was meant to be—elegant, enriching, and effortlessly relaxing. Begin in Rome before sailing to iconic destinations like Capri, Lipari, Corfu, Split, and Dubrovnik, each offering a unique mix of history, culture, and stunning coastal scenery. Aboard your luxury Discovery Yacht, indulge in world-class cuisine, all-verandah suites, and personalized service while enjoying the beauty of the Adriatic and Ionian Seas.

Complimentary round-trip home or local pick-up on the exact departure
and return dates of the tour in the Chicagoland area.

September 2027
Switzerland & Italy

Switzerland & Italy

Escorted by Jamie Jones

Alpine Lakes & Scenic Trains

Sep 5 – 14, 2027 Land Vacation

Experience the breathtaking landscapes of Italy and Switzerland on a 10-day journey through Alpine villages, beautiful lakes and some of Switzerland's most iconic railways.

Travel aboard the legendary Glacier Express and Bernina Express, explore Lake Maggiore, stay beneath the Matterhorn in Zermatt, discover St. Moritz and Lucerne, and ascend Mount Pilatus for spectacular views of the Swiss Alps. Along the way, enjoy local experiences including family-run farms, regional cuisine and time to explore on your own.

Roundtrip air from O'Hare + group transportation to/from O'Hare included
Escorted by Jamie Jones

Book Now & Save $150 Per Person
Contact us today to save your spot!

September 2027
Sensations of the Seine & Normandy with Paris

Sensations of the Seine & Normandy with Paris

Escorted by Ania Gifford

Limited Availability!

Sep. 15-25, 2027 Cruise & Land Vacation

Sail through the heart of France on this elegant 10-day journey combining Parisian charm with the beauty of Normandy. Begin with two nights in Paris before boarding the luxurious MS Emerald Lumi for a seven-night river cruise along the Seine. Discover Monet’s Giverny Gardens, medieval Rouen, and the historic D-Day beaches, then relax in the picturesque harbor town of Honfleur. With free airfare when booked by February 28, 2026, this immersive voyage offers art, history, and romance in every port.

October 2027
Rocky Mountaineer

Rocky Mountaineer

Journey Through the Clouds Discovery Lake Louise

East Bound

Oct 4-11, 2027 Land Vacation

Experience the Canadian Rockies like never before, aboard the luxury Rocky Mountaineer train! This exclusive group offers early bird savings, Gold-Leaf Service and a stunning scenery as you start in Vancouver and make your way to Kamloops. Aboard you will see dramatic changes in scenery, from the lush green fields of the Fraser Valley, through forests and winding river canyons surrounded by the peaks of the Coast and Cascade Mountains, to the desert-like environment of the BC Interior. Highlights include the rushing waters of Hell’s Gate in the Fraser Canyon and the steep slopes and rock sheds along the Thompson River. Ending in Calgary with a motorcoach exploring the many places of interest.

Limited group space!

October 2027
Danube Explorer River Cruise with Prague

Danube Explorer River Cruise with Prague

Escorted by Diane Pendergast

FREE Airfare when booked by October 31, 2026

Oct 12 - 22, 2027 Cruise & Land Vacation

Join Cary Travel Express and escorted host Diane Pendergast on an unforgettable journey through the heart of Europe aboard an award-winning Emerald Cruises Star-Ship. This 11-day Danube River Cruise combines the charm of historic cities, breathtaking river landscapes, and immersive cultural experiences across five countries, ending with a two-night stay in beautiful Prague.

Sail through Hungary, Slovakia, Austria, Germany, and the Czech Republic as you explore iconic destinations including Budapest, Bratislava, Vienna, the Wachau Valley, Passau, and Prague. Along the way, enjoy guided sightseeing, UNESCO World Heritage Sites, local entertainment, regional cuisine, and the personalized service that makes river cruising one of Europe's most rewarding travel experiences.

Highlights include Budapest's historic city center, Vienna's grand palaces and classical music heritage, the picturesque Wachau Valley, the storybook town of Český Krumlov, Bavarian countryside experiences, and a guided tour of Prague's Old Town and Charles Bridge.

This fully escorted journey includes a seven-night Emerald Cruises river cruise, two nights in Prague, guided sightseeing, most meals, onboard beverages with lunch and dinner, gratuities, WiFi, airport transfers when airfare is purchased through the cruise line, and more.

Special Offers

  • FREE Airfare when booked by October 31, 2026*
  • Additional $200 per person savings when booked by August 31, 2026
  • Complimentary round-trip home pickup within the Chicagoland area on departure and return dates
  • Escorted by Diane Pendergast with 15 or more travelers

*After October 31, 2026, contact Cary Travel Express for the most current airfare promotion.

November 2027
Antarctica - All Inclusive Luxury

Antarctica - All Inclusive Luxury

Escorted by Neelie and Neils

Limited group space PROMOTIONAL PRICING ENDED

Nov 23-Dec 6, 2027 Cruise & Land Vacation

Join Neelie and Neils on this once in a lifetime experience to one of the most beautiful regions in the world! Antarctica features a remote polar region comprised of untouched icescapes beyond your wild imagination! Scenic Eclipse discovery ship offers all-inclusive amenities and services at every turn.

Contact Neelie for the latest promotions and airfare information! Very limited group space- exclusive group pricing!

April 2028
Japan- The Shinto Way

Japan- The Shinto Way

Escorted by Neelie and Neils

The Finest Cuisine at Sea- Award Winning Itineraries- Small Ship Luxury

April 1-11, 2028 Cruise Vacation

Discover the ultimate luxury at sea with Oceania Cruises’ “The Shinto Way” itinerary—from Tokyo to Tokyo aboard the elegant Oceania Riviera. This adult-only small ship adventure, escorted by Neelie and Neils, offers award-winning cuisine, spacious suites, and impeccable service starting at $4,099 per guest. Book by March 5, 2026, to receive up to $200 onboard credit per person for extra indulgence.

September 2028
Rhine & Switzerland River Cruise

Rhine & Switzerland River Cruise

Escorted by Neelie & Neils and Meg & Casey

All-inclusive River Cruise

Sept 22-29, 2028 Cruise Vacation

Join Neelie & Neils and Meg & Casey September 22–29, 2028, for an unforgettable all-inclusive river cruise with Riviera Travel through Germany, France and Switzerland. Discover historic cities, picturesque villages, vineyard-covered landscapes and incredible scenery along the Rhine featuring all while enjoying the ease of unpacking just once and waking up somewhere new.

Riviera Travel makes exploring Europe even more enjoyable with full-board dining, an all-inclusive drinks package, guided shore excursions, complimentary Wi-Fi and more included in your river cruise experience.

Book Early & Save $150 Per Person

There’s never been a better time to secure your place! Reserve by August 26, 2026, and save $150 per person with our Early Booking Offer.

Space within our escorted group is limited, and booking early gives you the best opportunity to secure your preferred accommodations while taking advantage of this limited-time savings. Don’t wait and take advantage, the Early Booking Offer ends August 26!

Contact Ne****@***************ss.com for further information! 

April 2029
40th VIP Anniversary Celebration of Cary Travel Express

40th VIP Anniversary Celebration of Cary Travel Express

Escorted by Neelie and Neils

Caribbean Yachting Hideaways

Apr. 7 – 14, 2029 Cruise Vacation

Join Neelie and Neils aboard an intimate Emerald luxury yacht, sailing from San Juan to Antigua April 7–14, 2029. Along the way, explore Caribbean hideaways including Vieques, St. John, Jost van Dyke and St. Barth’s.

Whether you’ve traveled with us throughout the years or are new to Cary Travel Express, we would love to have you join us for this very special milestone.

Contact Neelie for exclusive group pricing and availability aboard this 128-guest yacht.