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Jamaica

Cleveland, book your all-inclusive Jamaica trip with Lovesome Travel today! These package deals include round-trip air for a getaway from Cleveland to Jamaica, accommodations, hotel taxes and local representative. We offer affordable vacation packages and unbeatable deals on all-inclusive resorts, which include all meals, unlimited drinks and exciting entertainment at one great price.

Cleveland to Jamaica

All-Inclusive Vacation Packages w/ Air

Deja Resort

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS
1 Kid Stays, Plays & Eats Free                    Deal on Jamaica's Hip Strip

Winter/Spring 2026 Deal 3 Nights From:
  • $749*: 1/4-2/28
5 Nights From:
  • $1079*: 1/4-2/28
  • $1179*: 3/1-4/30
Summer 2026 Deals 5 Nights From:
  • $1059*: 5/1-6/30
Request This trip
Grand Palladium Jamaica Resort & Spa

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS & Up to 55% Off

Winter/Spring 2026 Deals
3 Nights From:
  • $999*: 1/4-2/28
5 Nights From:
  • $1449*: 3/1-4/30
Summer 2026 Deals 5 Nights From:
  • $1299*: 5/1-6/30
Request This Trip
Riu Reggae

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS & Up to 30% Off                  Adults-Only Getaway

Winter/Spring 2026 Deal
3 Nights From:
  • $1079*: 1/4-2/28
5 Nights From:
  • $1809*: 3/1-4/30
Summer 2026 Deal 5 Nights From:
  • $1539*: 5/1-6/30
Request This Trip
Book Your Next Great Adventure With Lovesome Travel
Plan Your Escape
Common Questions

Most Popular Questions

Everything you need to know before planning your perfect getaway
How do I book a trip with Lovesome Travel?

Booking with Lovesome Travel is simple and personalized:

  1. Browse our trip ideas and click “Request This Trip” or “Plan your escape”
  2. Complete our travel questionnaire, sharing your preferences, dates, and budget
  3. We design your trip and send you customized options.
  4. Review and approve your itinerary, then we handle the booking details.
  5. Pack and enjoy- we’re here for support before and during your trip.                                                                                                                                                           Every trip is tailored to you, so you get expert planning without the stress.

   We understand that plans can change and life happens. Cancellation policies vary by airline, hotel, cruise line, and tour provider, and are set by each supplier.

If you need to cancel:

  • Contact as soon as possible, and we’ll guide you through the next steps.
  • We’ll help you understand any penalties, refunds, or travel credits available based on your booking.
  • When possible, we’ll work with suppliers to minimize fees, explore flexible options.                                                                                                                                                                                                                                                                              We highly recommend travel insurance to protect your investment in case of unexpected changes.

Yes- in many cases! Group and family discounts depend on the destination, travel dates, and the supplier offering the trip.

When available, we:

  • Secure special group or family pricing
  • Look for exclusive perks like resort credits or room upgrades
  • Help coordinate rooms, flights and activities for everyone                                                                                                                                                                     
  •  If you’re traveling with a group or family, simply not it in your planning request, and we’ll explore the best options for you.

International flights are not always included and vary by trip and supplier. Some packages include international airfare, while others focus on accommodations, transfers, and experiences.

When you work wit Lovesome Travel:

  • We’ll clearly explain what’s included before you book
  • We can add international flights to your package when available
  • If flights aren’t included, we’ll help you find the best airfare options to match your trip                                                                                                                                                                                                                                                               Our goal is to make everything seamless-no surprises

Lovesome Travel does not process visas, directly but we’re happy to guide you through the requirements for your destination.

We can: 

  • Inform you of visa and entry requirements based on your nationality
  • Direct you to official government resources or trusted visa services
  • Advise on timing and documentation needed for your trip                                                                                                                                                                                  Visa requirements vary by destination and traveler, so we recommend starting the process early.

Lovesome Travel plans trips to destinations worldwide. While many of our clients love beach escapes, romantic getaways, family vacations and cruisers, we are not limited to specific locations.

We currently specialize in:

  • Caribbean & Mexico
  • Cruises
  • Europe
  • All-inclusive resorts
  • Family & group travel
  • Honeymoons & romantic getaways                                                                                                                                                                                                                   
  •  If you have a destination in mind, let us know-we’ll tell you what’s possible

Absolutely! We encourage you to connect with a Lovesome Travel expert before booking.

You can:

  • Ask questions about destinations, resorts, or packages
  • Get guidance on the best options for your needs and budget
  • Feel confident before moving forward with your trip                                                                                                                                                                                       Simply submit a planning request, and we’ll reach out to schedule a call or follow up by email