(15 Reviews)
100% Recommended

Cheri Smith

Portage, MI
Family and Multigenerational Vacation Specialist

Many travelers come to me feeling very overwhelmed. While travel is one of life’s greatest joys, the task of planning and arranging travel is not. The internet makes it so complicated when you have to sift through 5 million+ Google results just to...
Learn more about me.

Family and Multigenerational Vacation Specialist

Couples Swept Away, Negril Jamaica
Couples Swept Away, Negril Jamaica

Many travelers come to me feeling very overwhelmed. While travel is one of life’s greatest joys, the task of planning and arranging travel is not. The internet makes it so complicated when you have to sift through 5 million+ Google results just to try and find the perfect vacation.  


Let me harness my knowledge and experience to deliver you an amazing, memory-making, dream vacation that fits your interests, budget, and deepest travel desires. I’ll plan everything with strong attention to detail so you never have to worry or think about a thing.  


I don’t specialize in everything in travel, only the properties and destinations I have either done extensive research on or have personally visited. This allows me to provide you with the best customer service imaginable.  


My clients often work with me on all-inclusive resort vacations to the Caribbean and Mexico. I also specialize in cruising (I hold certifications with all of top cruise lines) and enjoy helping clients discover which cruise line and itinerary will fit their travel personality best. In addition, I plan Disney vacations, whether it’s Disney World, sailing on Disney Cruise Line, a trip to Disneyland in California, or a trip to Disney’s Hawaii resort, Aulani.


Some of my top places to book to include:



  • African Safari

  • Jamaica

  • The Bahamas

  • Dominican Republic

  • Aruba

  • Disney World

  • Disneyland

  • Hawaii

  • Cancun

  • Riviera Maya

  • Cabo San Lucas

  • Puerta Vallarta

  • And more!


In addition to working with many of the most popular destinations, I also work closely with many of the world’s top travel suppliers. I vet every supplier that I work with - In order to give you the best, I only work with the best!  


Training and Achievements



  • Graduate Disney College of Knowledge

  • Universal Orlando Resort Specialist

  • Certified Orlando Expert Travel Specialist

  • Royal Caribbean Cruise Line Specialist

  • Norwegian Cruise Line Specialist

  • Carnival Cruise Specialist

  • Celebrity Cruise Line 5 Star Agent

  • Princess Cruise Line Specialist

  • AmaWaterways Certified Advisor

  • Tauck Specialist

  • Hawaii Destination Expert

  • Jamaica Travel Specialist

  • Dominican Republic Specialist

  • Bahamas Specialist

  • Couples Resorts Ambassador

  • Marriott Hotels Specialist

  • Florida Parks Specialist

  • Discovery Cove Specialist


I work with everyone from couples to solo travelers, groups of all sizes, plus families with kids and elderly travelers. I know how complicated trip planning can get when you’re trying to please everyone. No matter the size of your group, I’ll personalize your vacation so everyone has an amazing time! 


Favorite destinations: Tanzania, Puerto Rico, St Lucia, Barbados and Brussels, Belgium. 


My bucket list: Head back to Alaska for a cruise paired with a land tour and an Antarctic Circle expedition.


Contact me today to book your next vacation!

My Travel Stories

Resort Spotlight: Couples Tower Isle

In July 2020, I had the pleasure of staying at Couples Tower Isle. This beautiful all-inclusive, adults-only, couples hotel is located in Ocho Rios, Jamaica. This property was built in 1949 and was the first resort built on Jamaica’s undeveloped north coast. In 1978, the founder, Abraham Issa introduced...Read more.

My Reviews

8 of 11 people found this review helpful
One of the best travel agents I have booked with
Cheri goes above and beyond for her customers and it is greatly appreciated. Our trip to Montego Bay was simply amazing! I'm ready to book my next trip??????
By  Melissa  from  Grand Rapids, MI
Traveled to  Montego Bay ~ Jamaica ~ Caribbean
I would recommend this agent to my family and friends
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9 of 13 people found this review helpful
Amazing Trip!
Wishes and Waves Travel was amazing to work with. Cheri took care of all the details, ensured we were prepared for the trip, and even lent us some supplies! She goes the extra mile and saved us money. I won't book a vacation without her ever again.
By  Steph   from  Portage, Michigan
Traveled to  Mexico ~ Mexico
I would recommend this agent to my family and friends
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10 of 16 people found this review helpful
Trip to Vegas!
Las Vegas was our first booking with Cheri. We wanted someone to do our ground work with ease and confidence. We definitely got that. Poor Cheri, though! I had so many picky/silly questions after not traveling for years and she was super cool and quick about answering everything for us. Our trip exceeded expectations with airfare and accommodations. We would absolutely use Cheri again for travel!
By  Kara  from  Michigan
Traveled to  Las Vegas ~ Nevada ~ USA
I would recommend this agent to my family and friends
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6 of 9 people found this review helpful
Awesome!
Cheri, was so awesome with getting everything together for our Jamaica trip, even down to the last min things. My husband and I booked our anniversary trip with her also. I highly recommend her, she’s very patient and understanding.
By  Lettica  from  Grand Rapids, MI
Traveled to  Jamaica ~ Caribbean
I would recommend this agent to my family and friends
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3 of 4 people found this review helpful
Multiple Disney Trips!
It's been wonderful working with Cheri! We've been fortunate enough to plan two Disney trips, during a pandemic, and couldn't have done it without her. She was there for us every step of the way, from early morning reservations to late night/last minute questions. Her knowledge of the parks, tips she passed along and in general, any recommendations she was able to provide, were invaluable. Cheri was always professional and answered questions in a timely manner. We loved working with her and will definitely utilize her again for future family vacations. Thank you for all of the wonderful Disney / family memories!
By  Michelle  from  Milwaukee, WI
Traveled to  Walt Disney World ~ Florida ~ USA
I would recommend this agent to my family and friends
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Go to my main profile

Destination Expert:

  • Jamaica
  • Cancun
  • Caribbean
  • Walt Disney World
  • Florida

Travel Specialist:

  • All Inclusive
  • Cruises
  • Beach Vacations
  • Disney Vacations
  • Universal Parks & Resort Vacations

Top Travel Partners:

  • Royal Caribbean
  • Norwegian Cruise Line
  • Sandals and Beaches Resorts
  • Disney
  • Disney Cruise Line

Certifications/Awards:

  • CTA
  • Royal Caribbean Cruise Line Specialist
  • Jamaica Travel Specialist
  • Bahamas Specialist
  • Hawaii Destination Expert
  • Universal Orlando Resort Specialist
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