Illustrated group of travelers setting out on a sunny coastal journey
Crazy Beautiful Travel and Tours — Let's See the World
Crazy Beautiful Travel & Tours

See more. Feel more. Just show up.

Soulful escapes, culture-rich weekends and group journeys departing from Cleveland—thoughtfully planned so you can spend less time piecing it together and more time living it.

Explore upcoming trips Search & book travel
Getaways from ClevelandFlights, hotels & cruisesPayment plans when available
Off You Go weekend getaways

Pick your people. Pick your city.

Flights, hotel, culture and spending money are already brought together for your Cleveland getaway. Choose your city, secure your spots and let the countdown begin.

Editorial illustration of travelers enjoying Washington, DC culture and historic neighborhoods Washington, DC
December 3–7, 2026

Chocolate City Weekend

“You just show up.”

$2,200for two travelers
$3,850for four travelers
$225 deposit per person. Your deposit locks your price the day it is paid.

Your getaway includes

  • 4 nights at a Washington, DC hotel
  • Nonstop flights from Cleveland
  • Black history and culture touring
  • $375 Visa card per traveler for meals and rides

Book by November 1, 2026.

Pay in full Pay deposit
Editorial illustration of travelers exploring Atlanta and the King Historic District Atlanta, Georgia
December 10–14, 2026

Peachtree Weekend

“Where our history walks with you.”

$2,100for two travelers
$3,600for four travelers
$125 deposit per person. Your deposit locks your price the day it is paid.

Your getaway includes

  • 4 nights at a Midtown Atlanta hotel
  • Nonstop flights from Cleveland
  • Dr. King’s birth home, Ebenezer Baptist Church and The King Center
  • National Center for Civil and Human Rights
  • Soul food at Paschal’s
  • $375 Visa card per traveler for meals and rides

Book by November 10, 2026.Remaining balance due November 30, 2026.

Pay in full Pay deposit
Chicago skyline and Windy City Weekend trip scenes Chicago, Illinois
December 17–21, 2026 • 4 nights

Windy City Weekend

Where Black history meets holiday magic.

$2,000for two travelers
$3,800for four travelers
$125 deposit per person. Your deposit locks your price the day it is paid.

Your getaway includes

  • Downtown Chicago stay
  • DuSable Museum & Chess Records studio
  • Christkindlmarket at Daley Plaza
  • Soul food in Bronzeville & Hyde Park
  • Nonstop flights from Cleveland
  • $500 prepaid Visa per person for meals & rides

Book by November 17, 2026.

Pay deposit

Prefer monthly payments? Ask about our Pay Over Time option when you book.

January 2027 • Off You Go

Start the year somewhere unforgettable.

Four long weekends from Cleveland, ready for anyone who wants to trade the winter routine for sunshine, culture and good company.

Quiet Miami shoreline with turquoise ocean, soft sand and beachfront towers at sunset Miami / Fort Lauderdale
January 7–11, 2027

Magic City Weekend

Beach days. Big energy. Your people.

$2,400for two travelers
$4,700for four travelers
$200 deposit per person. Your deposit locks your price the day it is paid.

Your getaway includes

  • 4 nights at a 4-star beach-area hotel
  • Nonstop flights from Cleveland
  • $375 Visa card per traveler for meals and rides

Book by December 8, 2026.

Pay deposit
Travelers enjoying a getaway in downtown Houston Houston, Texas
January 14–18, 2027 • MLK Day weekend

Third Ward Weekend

Culture, connection and a long weekend together.

$2,500for two travelers
$4,850for four travelers
$350 deposit per person. Your deposit locks your price the day it is paid.

Your getaway includes

  • 4 nights at a 4-star downtown hotel
  • Nonstop flights from Cleveland
  • $375 Visa card per traveler

Book by December 15, 2026.

Pay deposit
Travelers enjoying the French Quarter together New Orleans, Louisiana
January 21–25, 2027

Second Line Weekend

Good food, rich culture and the rhythm of the city.

$2,625for two travelers
$5,125for four travelers
$350 deposit per person. Your deposit locks your price the day it is paid.

Your getaway includes

  • 4 nights at a 4-star French Quarter hotel
  • Flights from Cleveland with one easy connection
  • $375 Visa card per traveler

Book by December 18, 2026.

Pay deposit
Aerial view of Fort Lauderdale Beach with turquoise ocean, white sand and beachfront hotels Fort Lauderdale, Florida
January 28–February 1, 2027

Gold Coast Weekend

Sunshine, soul food and Black history—in the middle of winter.

$2,700for two travelers
$5,300for four travelers
$200 deposit per person. Your deposit locks your price the day it is paid.

Your getaway includes

  • 4 nights in downtown Fort Lauderdale
  • Nonstop flights from Cleveland
  • The historic Sistrunk corridor
  • The Old Dillard—Broward County’s first Black school, 1924
  • African-American Research Library and Cultural Center
  • Soul food on Sistrunk
  • Beach days in the middle of winter
  • $500 Visa card per traveler for meals and rides

Book by December 29, 2026.Remaining balance due January 18, 2027.

Pay deposit
The Zora Neale Hurston Museum in historic Eatonville, Florida, with its historical marker and palm trees out front Orlando & Eatonville, Florida
February 4–8, 2027 • 4 nights

Zora’s Hometown Weekend

Black History Month, where the history happened.

$2,200for two travelers
$4,300for four travelers
$250 deposit per person. Your deposit locks your price the day it is paid.

Your getaway includes

  • 4 nights in downtown Orlando
  • Nonstop flights from Cleveland
  • Historic Eatonville—one of the first self-governing Black towns in America and Zora Neale Hurston’s childhood home
  • The Hurston Museum
  • The Wells’Built in Parramore
  • Hannibal Square Heritage Center in Winter Park
  • Soul food in Eatonville
  • $300 Visa per person for meals & rides

Book by January 5, 2027.

Pay deposit

Prefer monthly payments? Ask about our Pay Over Time option when you book.

Plan the trip. See the possibilities.

What could your trip payment look like?

Enter the amount you may want to finance for a quick sample estimate. You’ll see the first payment, monthly payment, finance charge and estimated total.

Estimate your payments

Financing amount must be between $150 and $15,000.

USD

APR range0%–36%
Monthly term24 months
Purchase window5+ days

Your sample estimate

Based on a 24-month term at 15% APR.

Example only

Estimated monthly payment

$104.05USD / month

Pay $104.05 today, then 24 monthly payments of the same amount.

Amount financed $2,250.00
Estimated finance charges $351.25
Number of payments 25 total
Estimated total of payments $2,601.25

This is an estimate, not an approval or loan offer. Actual eligibility, APR, payment amount and terms are determined during the application process.

The estimate uses an amortized payment calculation with the first payment due today, followed by 24 monthly payments.

Financing availability may vary by location and trip details. A trip generally must be purchased at least five days in advance.

Paws included • 3 days, 2 nights

Bring your dog. Bring your people.

Three easy road trips from Cleveland where your dog is invited to everything—no boarding, no guilt, just a spring getaway with your favorite people and pups.

$100 grocery card included per booking for two ($200 for four) — kitchen-suite cooking, no reservations needed.

Payment plans available. Dogs are invited to everything—no boarding, no guilt.

Illustrated friends arriving at a colorful waterfront destination together
August 2027

Summer 2027: Group Cruise

We’re sailing together in summer 2027—balcony cabins, group fun and memories waiting to be made. Cabins are limited.

Get cruise details
Coming soon

The next journeys are taking shape.

Be first to hear when booking opens. Join the interest list now and we’ll send the details straight to you.

Ireland • September 2027

Kings & Queens: Exploring Castles

An 8-day castle journey

  • Bunratty medieval banquet coronation night
  • A night in an 800-year-old castle hotel
  • Nonstop Cleveland–Dublin flights
From $3,299Noble
From $3,799Royal • castle-hotel night
From $4,499Majestic

Join the interest list—$150 deposit when booking opens.

Join the interest list
Detroit • February 2027

Detroit Black History Museum Day Trip

Round-trip van from Cleveland

  • Charles H. Wright Museum’s And Still We Rise exhibit
  • Family-style soul food lunch
  • A full day of history, culture and community

Details coming—join the interest list.

Join the interest list
Niagara & Toronto • Winter 2026–27

Kings & Queens: Party-Bus Editions

A hosted castle weekend — by party bus

  • Two editions: December 11–13, 2026 and January 8–10, 2027
  • Niagara Falls and Casa Loma, Toronto’s castle
  • Just 12 seats on the bus

$450 per person. Join the interest list — booking opens soon.

Join the interest list
Concert trips

Love of Soul — Concert Edition

Headed to the Love of Soul Tour? Crazy Beautiful Travel & Tours builds the trip around the show—so all you have to do is show up and sing along.

Love of Soul Tour

See the show. We’ll handle the trip.

Built around your city

We put the whole concert getaway together for you:

  • Flights from YOUR city
  • Your hotel, handled
  • Ground transfers, handled
  • You just show up

Concert tickets start at $90 and are sold separately—tickets are not included in any trip quote.

Tell us where you’re flying from and we’ll build your quote.

DM us your city for a quote
Illustrated passport, postcard, camera and travel keepsakes arranged on a café table
Meet your travel curator

Hi, I’m Natasha Cooper—your Passport to the World!

I curate group trips and weekend getaways departing from Cleveland. You just show up.

Every itinerary is shaped with care around culture, ease and the kind of moments you’ll still be talking about after you get home.

A simpler way to go

Your trip, without the tab overload.

Tell us what you’re imagining.

Start with your dates, budget, travel style and who’s coming.

We shape the experience.

Hotels, transportation and memorable things to do come together in one clear plan.

You book with confidence.

You’ll know what’s included, what’s optional and what comes next.

Then—you just show up.

Pack your bag. Bring your people. Let the trip do what it came to do.

Ready to go somewhere beautiful?

Search & Book Flights, Hotels & Cruises
Have a trip in mind?Talk to Tasha