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Hawaii vacations
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With over a decade of experience, DiMaggio Travels excels in crafting a wide array of vacations types. Whether you're an individual seeking a solo adventure, a couple in search of a romantic getaway, a family planning a memorable vacation, a multi-generational group desiring a shared experience, or any other type of traveler, we have the expertise to cater to your unique requirements. Our comprehensive services encompass creating, planning, managing, and coordinating trips of all kinds. From remarkable destinations around the world to seamless travel logistics, our goal is to be your trusted travel partner for a lifetime, ensuring that every journey is nothing short of extraordinary.

Request a New Trip with DiMaggio Travels

There is a world of vacation possibilities...

We plan extraordinary trips for couples, families and groups!

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All-Inclusive Resorts

All-inclusive vacations are true paradise because you travel  with no extra expenses necessary! Included in the price are the flights, accommodations, meals, beverages, alcoholic beverages, entertainment and onsite activities.


Destination Ideas: Mexico, Jamaica, Dominican Republic, Aruba, Barbados, St. Lucia, Turks & Caicos, Tahiti

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European Vacations

European vacations highlight the hearts of cities and countries through guided or self-guided trips. We create custom travel packages that create an immersive travel experience.


Destination Ideas: Italy, Greece, Spain, Croatia, England,  Ireland, France, Amsterdam, Switzerland, Norway 

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Ocean & River Cruises

Cruise vacations offer an elevated travel experience that showcases several destinations while enjoying unique accommodations and entertainment while sailing from destination to destination. 


Destination Ideas: Mexico, Caribbean, Alaska, Northern Europe, Mediterranean, Europe River Cruises

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Custom Worldwide Trips

International trips embark on adventures that you have always dreamt of an expertly planned guided or self-guided itinerary. We create custom travel packages that create a cultural and adventuresome travel experience.


Destination Ideas: South America, Africa, Thailand, Japan, Australia, Antartica  

Planning the Travel Package

Depending on the trip destination, travel type and experience desired, we create custom travel packages per trip requested. A trip could have a variety of trip components and inclusions. We recommend which travel components are best for travelers when planning together. Here are some ideas of what we may suggest for your trip:

  • Flights to and from the destination or cruise port

  • Roundtrip airport transportation 

  • Hotel or resort accommodations and amenities 

  • Cruise accommodations and amenities 

  • Meals and beverage packages (when available)

  • Onsite or onboard activities and entertainment

  • Travel Insurance (always recommended) 

Travel deals

Travel for Special Occasions

We create the perfect trip with the perfect setting for the birthday, anniversary, honeymoon, engagement or group event. Plan your special occasion in the destination of your dreams with DiMaggio Travels!

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Make It a Group Trip

A moment worth celebrating is a moment worth sharing with friends and family. Transform your trip into a group trip of any size with the expertise planning of DiMaggio Travels.


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