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Climbing to the Top

Custom Trip Planning

Are you planning a corporate adventure or celebrating a special occasion? Want to travel with your crew? Don't see dates that work for you?  


For groups of eight or more, let My Wicked Dude build your custom trip.

Custom Itinerary

4-12 Days

Although our trips are centered around outdoor activities we encourage you to explore the city, restaurants, breweries and experience the culture.

Arrive at your destination and MWD will coordinate transportation for the group from the airport to your accommodations.

Lake and Mountains Landscape

TRIP PACKAGE INCLUDES

Trip Package Includes:

 

  • Lodging at the destination of your choice.

  • We are able to coordinate meals and entertainment.

  • Ground transportation to, from and around your destination.

  • Lift tickets, surf instructors are available for lessons.

Add Ons (not include) :

​

  • Airfare, though our staff may be able to support you in selecting a flight. 

  • Some meals. 

  • Travel Insurance (we recommend World Nomads) 

TRIP PLANNING

Travel Documents
Luggage
Gear
Snowboard / Ski Gear
Other Gear
Casual Clothing
Other
  • Are meals included?
    Daily breakfast is included; other meals can be enjoyed at local restaurants or resorts.
  • What’s the group size?
    We typically host groups of 8-12 people for a personalized experience.
  • Do I need travel insurance?
    Yes, travel insurance is not required but highly recommended for all participants.
  • What’s included in the trip package?
    The package includes accommodation, airport transfers, daily breakfast, guided tours, and excursions like snorkeling and island hopping.
  • What should I pack?
    Light, casual clothing, swimwear, sunscreen, a hat, and comfortable shoes for walking and beach activities.
  • What activities are available?
    Snorkeling, swimming with dolphins, beach days, and local cultural tours.
  • What’s included in the trip package?
    The package includes accommodation in luxury villas, daily breakfast, transfers, guided tours, activities like glacier hiking and geothermal swimming, and the chance to see the Northern Lights.
  • What should I pack?
    Bring warm, waterproof clothing, comfortable hiking shoes, and swimwear for geothermal pools. We’ll send a detailed packing list closer to the trip.
  • How do I get to Iceland?
    Participants are responsible for booking their own flights. Transfers from Keflavik International Airport to the villa are included in the package.
  • Are meals included?
    Daily breakfast is included, while other meals can be enjoyed at local restaurants or self-catered. A special send-off dinner is also part of the package.
  • Do I need travel insurance?
    Yes, travel insurance is not mandatory but highly recommended for this trip. It should cover trip cancellations, medical expenses, and adventure activities.
  • What are the activity levels?
    Most activities are moderately challenging, such as glacier hiking and walking. No prior experience is required, but participants should have a reasonable level of fitness.
  • What’s the cancellation policy?
    Cancellations made 60 days before the trip will receive a full refund. After that, a partial refund may apply, depending on the circumstances.
  • What’s the best time to see the Northern Lights?
    The Northern Lights are visible from late September to early April, with the best chances during clear, dark nights.
  • Is there Wi-Fi available?
    Yes, Wi-Fi is available at the villas, so you can stay connected during your stay.
  • What’s the group size?
    We typically host small groups of 8 - 10 people to ensure a personalized experience.
  • Are there accommodations nearby?
    Yes, there are several hotels and accommodations in the Zephyrhills area. We recommend booking early to secure your stay.
  • Will there be activities for kids?
    Yes! In addition to the 1-Mile Fun Run, there will be various activities designed for children, including games, contests, and more.
  • How can I contact the event organizers?
    If you have any further questions or need assistance, please contact us at info@mywickeddude.com or 719-731-1445. You can also reach out via the contact form on our website.
  • Will food and drinks be available?
    Yes, food and drinks will be available for purchase throughout the event. Please note that the event is cash-free, so be sure to bring a card for any purchases.
  • Is there a deadline for registration?
    Yes, online registration will close on October 19th. We encourage early registration to ensure your spot and to take advantage of any early-bird discounts.
  • What does the registration fee include?
    The registration fee includes general admission with a digital ticket with a QR code for entry into the event with add ons such as participation in the 5K run or 1-Mile Fun Run, access to all tournaments and activities.
  • Is the event cash-free?
    Yes, this is a cash-free event. All purchases must be made with a credit or debit card.
  • What should I bring on the day of the event?
    Please bring your digital ticket (QR code), a valid ID, and any personal items you may need for the day (e.g., water bottle, sunscreen). Remember, this is a cash-free event, so bring a credit or debit card if you plan on making purchases.
  • Where and when is the event taking place?
    The event will be held on October 26th, 2024 at Skydive City, 4241 Sky Dive Ln, Zephyrhills, FL 33542, from 7:00 AM to 4:30 PM.
  • Is parking available at the event?
    Yes, parking is available, but it is limited. We recommend arriving early or considering carpooling. Please note that parking may be subject to a fee.
  • What is the event about?
    The event is an action-packed day featuring a 5K run, a 1-Mile Fun Run for Kids, various tournaments and activities, and an exhilarating skydiving experience. It's a family-friendly event with something for everyone, from competitive runners and skydiving enthusiasts to those just looking for a day of entertainment and outdoor fun.
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  • How do I register for the event?
    You can register online through our event page. Simply select the type of ticket you wish to purchase and complete the registration form.
  • Can I get a refund if I can’t attend?
    Unfortunately, all sales are final, and we do not offer refunds. However, you may transfer your ticket to another person if you are unable to attend.
  • How do I receive my tickets?
    After you register, you will receive a confirmation email with your tickets attached, including a QR code for entry. You can also add the event to your calendar directly from the email.
  • Are kids allowed to participate?
    Yes, we have a 1-Mile Fun Run specifically for kids. Children under 5 can enter the event for free but still need to be registered.
  • Can I bring pets to the event?
    Unfortunately, pets are not allowed at this event, with the exception of service animals.
  • Can I register on the day of the event?
    On-site registration may be available on the day of the event, but we strongly recommend registering in advance to avoid long lines and ensure availability.
  • Can I book a private room?
    There are no private rooms on the bus, as the Commodore bus is a hostel-style setup. Hostels are designed to be social hubs that enable you to have fun with other travelers so you will be sharing a space with others.
  • What gear should I bring?
    There is a complete gear list above. Let us know what you need and we would let you know ahead of time if we can make things easier for you on your trip.
  • Can I (or my partner) come even if we don't surf?
    Although this trip is primarily surf focused, there are plenty of other options for entertainment in Bretagne and the French Coast. Some activities could include but are not limited to visits to a spa, yoga or enjoying the bars and local culture. Please note that outside activities are welcomed, but planning and coordination is the responsibility of the traveler.
  • I am a beginner / intermediate / advanced surfer. Is this trip for me?
    All skill levels are welcome on this trip! Each day, we will select our surf location based on the local reports and group needs. You have the option to stick with the group or surf independently, and we will do all we can to ensure each participant's needs are met.
  • More questions? We are here to help!
    Send us an email at: info@mywickeddude.com
  • Do I need travel insurance?
    It is not required, however we always recommend purchasing travel insurance for all trips. Travel insurance allows you to seek reimbursement if you are forced to cancel your trip for unforeseeable reasons, or if you need to cover medical help, emergency transport, theft and/or accidental damage while traveling. We recommend World Nomads.
  • What if I have dietary restrictions?
    We do our best to accommodate everyone’s needs. Please be sure to note any dietary needs prior to the trip by emailing us to ensure all accomodations are made appropriately.
  • Can I book a private room?
    Based on availability we can accommodate that. Single Occupancy rooms may be available at an additional cost of $600. Please check in with us before booking if this would be a deal breaker.
  • I am a beginner / intermediate / advanced surfer. Is this trip for me?
    All skill levels are welcome on this trip! Each day, we will select our surf location based on the local reports and group needs. You have the option to stick with the group or surf independently, and we will do all we can to ensure each participant's needs are met.
  • More questions? We are here to help!
    Send us an email at: info@mywickeddude.com
  • Do I need travel insurance?
    It is not required, however we always recommend purchasing travel insurance for all trips. Travel insurance allows you to seek reimbursement if you are forced to cancel your trip for unforeseeable reasons, or if you need to cover medical help, emergency transport, theft and/or accidental damage while traveling. We recommend World Nomads.
  • Can I just pay the full amount now? When is the full amount due?
    You can pay the full amount now, but we will consider 50% to be a non-refundable deposit. The full payment is due 60 days prior to departure. Payment plans can be coordinated by contacting info@mywickeddude.com. Request for cancellation 45 or less of departure date are non-refundable.
  • What if I have dietary restrictions?
    We do our best to accommodate everyone’s needs. Please be sure to note any dietary needs prior to the trip by emailing us to ensure all accomodations are made appropriately.
  • What gear should I bring?
    There is a complete gear list above. Some people bring more than one snowboard / skis (one for powder, one for all-mountain), this is not a requirement. Bringing two pairs of skis can potentially put your bag overweight and be expensive. Let us know what you need and we would let you know ahead of time if we can make things easier for you on your trip
  • Can I (or my partner) come even if we don't surf?
    Although this trip is primarily surf focused, there are plenty of other options for entertainment in town! Some activities could include but are not limited to visits to a spa, yoga or enjoying the bars and local culture. Please note that outside activities are welcomed, but planning and coordination is the responsibility of the traveler.
  • What if I have dietary restrictions?
    We do our best to accommodate everyone’s needs. Please be sure to note any dietary needs prior to the trip by emailing us to ensure all accomodations are made appropriately.
  • When will travel-specific details be announced?
    All travelers will receive a confirmation email upon purchase. Additional information will be sent via email as the trip date approaches. Information related to airport pickup/dropoff times, trip reminders, and other updates will be sent via email. Questions are welcome at any time by emailing info@mywickeddude.com
  • I am a beginner / intermediate / advanced level skier / snowboarder. Will there be terrain for me?
    All levels of skiers and snowboarders are welcome, but this trip will be most appropriate for intermediate or advanced skiers and riders. Everyday on the slopes will be guided, but we will break into groups based on ability level and interest to accommodate everyone.
  • Cancellations or Missed Travel?
    No worries! Contact us to apply your credit to any future trip with available beds for a hassle-free transfer of plans. For further details, please read our "Booking Terms and Conditions"
  • What gear should I bring?
    There is a complete gear list above. Some people bring more than one snowboard / skis (one for powder, one for all-mountain), this is not a requirement. Bringing two pairs of skis can potentially put your bag overweight and be expensive. Let us know what you need and we would let you know ahead of time if we can make things easier for you on your trip
  • How do I book a room with someone I am traveling with?
    Depending on the trip, each suite has two booking options: A "private" booking secures a suite for one person traveling solo while a "shared" booking is for persons who wish to have a roommate. If you are looking to book a shared room, the price is per person. You may purchase two spots at checkout to fill the room with both travelers and reserve the suite, or each traveler may independently purchase their spot under "shared" and leave the name of their desired roommate in the comments at checkout for MWD Staff to coordinate the bookings. Please note that a shared room will have two travelers, so if you select shared but are traveling independently, you will be matched with another solo traveler to share the suite with.
  • Do I need to rent a car?
    Transportation to/from the airport at scheduled times will be provided by MWD along with transport for all group planned activities and is included in the trip package. All participants are welcome to secure their own transportation if desired, but it is not necessary for trip-coordinated events.
  • Can I (or my partner) come even if I don't ski or snowboard?
    Although this trip is primarily ski and snowboard focused, there are plenty of other options for entertainment in town! Some activities could include but are not limited to visits to a spa, yoga or enjoying the bars and local culture. Please note that outside activities are welcomed, but planning and coordination is the responsibility of the traveler.
  • Can I book a private room?
    Depending on the trip, private rooms may or may not be available for all trips and if they are then it will be on a first-come, first-serve basis. Please review the available suites for your trip and select "private" room at checkout if it is available to ensure you are not matched with another solo traveler.
  • Do I need travel insurance?
    It is not required, however we always recommend purchasing travel insurance for all trips. Travel insurance allows you to seek reimbursement if you are forced to cancel your trip for unforeseeable reasons, or if you need to cover medical help, emergency transport, theft and/or accidental damage while traveling. We recommend World Nomads.
  • More questions? We are here to help!
    Send us an email at: info@mywickeddude.com
  • Can I just pay the full amount now? When is the full amount due?
    You can pay the full amount now, but we will consider 50% to be a non-refundable deposit. The full payment is due 60 days prior to departure. Payment plans can be arranged by contacting info@mywickeddude.com. Request for cancellation 45 days or less prior to departure is non-refundable.
  • What is Flexible Deposit?
    Cancel up to 60 days before your trip departure and your deposit becomes a transfer credit toward future travel/trip.
  • Can I do an activity outside the itinerary?
    Yes, you are more than welcome to attend events outside the itinerary! Please note that all arrangements and coordination of related travel for outside experiences are the responsibility of the traveler. Please notify us of outside experiences prior to the trip by emailing us at info@mywickeddude.com for group planning purposes.
  • What if I have dietary restrictions?
    We do our best to accommodate everyone’s needs. Please be sure to note any dietary needs prior to the trip by emailing us to ensure all accomodations are made appropriately.
  • I have never golfed before, can I come on this trip?
    There are golf lessons that are available for newbies. Let us know and we will make the arrangments.
  • Can I just pay the full amount now? When is the full amount due?
    You can pay the full amount now, but we will consider 50% to be a non-refundable deposit. The full payment is due 60 days prior to departure. Payment plans can be coordinated by contacting info@mywickeddude.com. Request for cancellation 45 days or less from departure is non-refundable.
  • Do I need travel insurance?
    It is not required, however we always recommend purchasing travel insurance for all trips. Travel insurance allows you to seek reimbursement if you are forced to cancel your trip for unforeseeable reasons, or if you need to cover medical help, emergency transport, theft and/or accidental damage while traveling. We recommend World Nomads.
  • Can I book a private room?
    Based on availability we can accommodate that. Single Occupancy rooms may be available at an additional cost of $600. Please check in with us before booking if this would be a deal breaker
  • Can I (or my partner) come even if I don't golf, bike or hike?
    Although this trip is primarily bike and golf focused focused, there are plenty of other options for entertainment in town! Some activities could include but are not limited to visits to a spa, yoga or enjoying the bars and local culture. Please note that outside activities are welcomed, but planning and coordination is the responsibility of the traveler.
  • What gear should I bring?
    There is a complete gear list above. Let us know what you need and we would let you know ahead of time if we can make things easier for you on your trip
  • More questions? We are here to help!
    Send us an email at: info@mywickeddude.com
  • I am a beginner / intermediate / advanced level biker. Will there be terrain for me?
    All levels of bikers are welcome. Riding groups will be based on ability and interest levels, and all skill levels will be accomodated.
  • Do I need travel insurance?
    It is not required, however we always recommend purchasing travel insurance for all trips. Travel insurance allows you to seek reimbursement if you are forced to cancel your trip for unforeseeable reasons, or if you need to cover medical help, emergency transport, theft and/or accidental damage while traveling. We recommend World Nomads.
  • More questions? We are here to help!
    Send us an email at: info@mywickeddude.com
  • What if I have dietary restrictions?
    We do our best to accommodate everyone’s needs. Please be sure to note any dietary needs prior to the trip by emailing us to ensure all accomodations are made appropriately.
  • Can I (or my partner) come even if I don't golf, bike or hike?
    Although this trip is primarily bike and golf focused focused, there are plenty of other options for entertainment in town! Some activities could include but are not limited to visits to a spa, yoga or enjoying the bars and local culture. Please note that outside activities are welcomed, but planning and coordination is the responsibility of the traveler.
  • I am a beginner / intermediate / advanced level biker. Will there be terrain for me?
    All levels of bikers are welcome. Riding groups will be based on ability and interest levels, and all skill levels will be accomodated.
  • What gear should I bring?
    There is a complete gear list above. Let us know what you need and we would let you know ahead of time if we can make things easier for you on your trip
  • Can I just pay the full amount now? When is the full amount due?
    You can pay the full amount now, but we will consider 50% to be a non-refundable deposit. The full payment is due 60 days prior to departure. Payment plans can be coordinated by contacting info@mywickeddude.com. Request for cancellation 45 days or less from departure is non-refundable.
  • Can I book a private room?
    Based on availability we can accommodate that. Single Occupancy rooms may be available at an additional cost of $600. Please check in with us before booking if this would be a deal breaker
  • I have never golfed before, can I come on this trip?"
    There are golf lessons that are available for newbies. Let us know and we will make the arrangments.
Image by Matt Heaton

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