2027 Bermuda Triangle Challenge (Mile, 5K, 10K, Half, Full)

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Overview

2027 Bermuda Triangle Challenge (Mile, 5K, 10K, Half, Full)
Bermuda
Jan 14 - 18, 2027
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Get Uncomfy
$2,250
Deposit: $565

About this trip

Run the iconic Chubb Bermuda Triangle Challenge, one of the world's most unique multi-day race weekends. Whether you're taking on the Half Challenge (Mile, 10K & Half Marathon), the Full Challenge (Mile, 10K & Marathon), or one of the individual races, you'll experience three unforgettable days of running through the colorful streets and stunning coastline of Bermuda.

This small-group trip blends race weekend with an unforgettable island adventure. Hosted by NYC-based running coach Noa Besner (22 marathons and counting), every detail is thoughtfully planned so you can simply show up and enjoy the experience.

Stay in the heart of Hamilton, kayak through Bermuda's crystal-clear mangroves, explore the island's highlights on a private guided tour, celebrate race weekend with fellow runners, and enjoy plenty of time to relax and soak in Bermuda's laid-back island charm.

Join an amazing community of runners and travelers, with the option to train with us leading up to race weekend. All packages include a base training plan, accommodations, curated activities, select group meals, and race-week logistics.

Paces & Places, powered by Get Uncomfy, curates and hosts small-group destination race trips for runners who love exploring incredible places alongside an amazing crew.

What's included

Accommodations

4 nights at a boutique hotel in the heart of Hamilton, within walking distance of restaurants, shops, and the waterfront

Select meals

Daily breakfasts plus a welcome dinner, gourmet picnic lunch, group lunch, pre-race carb-loading dinner, and farewell celebration dinner

Guided mangrove kayaking

Private clear-bottom kayaking adventure through Bermuda's crystal-clear mangroves with expert local guides

Bermuda Highlights Tour

Private guided island tour featuring Crystal Caves, Blue Hole Park, and some of Bermuda's most iconic sights

Run coaching

All trips include a base training plan aligned with your experience level and chosen race distance

Trip coordination

Every detail expertly planned by Get Uncomfy, a professional travel advisor service, so you can focus on the race and the adventure

Group community

Connect with your hosts and fellow runners before the trip through group calls and a WhatsApp community designed to build excitement and camaraderie ahead of race weekend

What's not included

Flights

Round-trip flights to and from Bermuda

Race registration

Race entry fee for the Chubb Bermuda Triangle Challenge or any individual race

Alcoholic beverages

Alcoholic beverages during group meals and any additional drinks are at your own expense

Personal expenses

Souvenirs, snacks, optional purchases, and any independent activities during free time

Travel insurance

Highly recommended to protect your trip investment

Welcome to Bermuda

Welcome to Bermuda image

Day 1: Thu, Jan 14, 2027

Arrive in Bermuda and check in to your boutique hotel in the heart of Hamilton, your home base for race weekend. Settle in, explore the nearby waterfront, or take some time to relax after travel.

Evening: Kick off the trip with a welcome dinner at a waterfront restaurant. Meet your fellow runners, toast the start of the weekend, and get ready for three days of island running and adventure.

Kayaking & The Mile

Kayaking & The Mile image

Day 2: Fri, Jan 15, 2027

After breakfast, we'll head to Ely's Harbour for a guided clear-bottom kayaking adventure through Bermuda's crystal-clear mangroves. Paddle alongside local guides and experience one of the island's most beautiful natural ecosystems from the water.

Midday: During our paddle, we'll enjoy a beach picnic featuring gourmet lunch boxes from a local favorite before returning to Hamilton for a relaxing afternoon.

Evening: Race weekend officially begins with the Bermuda Mile! After the race, enjoy dinner on your own or join the group at a local restaurant.

5K, 10K & Exporation

5K, 10K & Exporation image

Day 3: Sat, Jan 16, 2027

After breakfast, runners will take on the Bermuda 5K or 10K, soaking up the excitement of one of the world's most unique race weekends.

Following the races, we'll set out on a private Bermuda Highlights Tour featuring Crystal Caves, Blue Hole Park, and some of the island's most scenic and historic landmarks.

Evening: We'll gather for an early group carb-loading dinner as we prepare for tomorrow's half marathon and marathon.

Race Day

Race Day image

Day 4: Sun, Jan 17, 2027

Today is the big day! After breakfast, half marathon and marathon runners will take to the streets of Bermuda. Whether you're completing the Half Challenge, the Full Challenge, or cheering on your fellow travelers, it's a day to celebrate months of training and incredible accomplishments.

After crossing the finish line, take time to relax, recover, and celebrate your achievement.

Evening: We'll gather one final time for a farewell celebration dinner to toast an unforgettable weekend of running, adventure, and new friendships.

Departures

Departures image

Day 5: Mon, Jan 18, 2027

Enjoy one final breakfast before checking out of the hotel and heading to the airport for your journey home.

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1. Bermuda

Bermuda

About your organizer

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This trip is powered by Get Uncomfy, a travel curation company built on the belief that the most meaningful travel happens just beyond your comfort zone. We design immersive, off-the-beaten-path experiences for every comfort level, helping travelers connect more deeply with the people and places they visit.

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