Women's Small Group Trips for
Midlife Adventures
Current Women’s Trips
Guatemala - November 2025 SOLD OUT
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These trips are magic - the glorious sweeping volcano vistas, the colorful buildings dotting ancient cobblestone streets, the rich Mayan textiles everywhere you look, the smell of wood burning in the air, the majestic first views of Lake Atitlán. Guatemala is undoubtedly beautiful, and the people are so warm and welcoming. But the true magic comes in sharing it with a small group of like-minded, positive humans who are curious about the world and are inherent champions of women. You will leave this trip feeling so alive and excited about life.
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November 8-14, 2025
(Most women arrive a day early)
Antigua, Guatemala
Boutique trip: Max 14 women
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*Roasting marshmallows over an active volcano
*Rural coffee tour with a local coffee farmer (Ride in pick-ups!)
*Immersion experience with local Mayan women and children
*Garden lunch and botanical drinks with a chef on a 150-year-old plantation
* Boat ride on breathtaking Lago Atitlán with visit to local artisans
*Organic macadamia farm with macadamia facials
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Private transport to and from the airport
Dedicated guide for the duration of the trip
Entrance fees
All planned excursions + tours
Twelve meals
(2) pre-orientation webinars
Private transport to and from all excursions
Intimate experiences with locals in Antigua and beyond
Tuition for this multi-inclusive, transformative trip is $2,179.00 payable in up to two installments (**plus the hotel fee; varies based on room type)
Hotel: Lodging at an adorable boutique hotel. All group pricing is based on single occupancy. There is a 22% tax on all rooms:
Mezzanine - Rate US $159 (2-story, with a/c)
Patio King - Rate US $145 (Sells out f
Pila King-Rate $125
What’s not included: Please note which meals are included each day. Meals not mentioned are not included. Also note that no alcohol is included in any of the meals. However, it is available, and you are welcome to order drinks, but we ask that you do so at the bar and pay separately for those. Flights are separate as well is the required travel insurance. The hotel fee is separate so that you can pick the room type of your choice. Single rooms are available for everyone. Extras also not included: incidentals, personal purchases, or spa services. Plan for cash for tips for guides and drivers.
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Our trips are affordable because of group rates we are able to guarantee through contracts and commitments, as well as pre-paying trip fees and lodging. Therefore, our trips are non-refundable. You may transfer your trip with approval. As noted, travel insurance is mandatory for this trip. Please note allotted reasons for cancellation as well as the force majeure of the policy you choose with your travel insurance company.
Cuba Couples’ Trip 1 SPOT LEFT
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This week-long elevated journey was curated for eight discerning couples to explore one of the world’s most iconic destinations. This trip is perfect for couples who love food, cultural and unique experiences.
Explore, eat, dance, stroll, and soak in the rhythm of Cuban life while meeting new friends and bonding over this once in a lifetime experience.
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January 10th-16th, 2026
(Most couples will arrive a day early for an optional day to explore Havana.)
Location: Havana & Viñales (and surrounding areas)
Exclusive trip: Open to only 8 couples
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Behind the scenes visit to a vintage car repair shop to explore this fascinating and complex world of repairing Cuba’s iconic cars
Quintessential Cuban experience of driving old cars down the Malecón
Cuban rum and Cuban cigar pairing hosted by a rum sommelier
Touring a centuries old tobacco farm in the rolling hills of cigar country
Dine at some of Havana’s most sophisticated restaurants
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· Inclusions:
· Private transport to and from the airport
· Boutique hotel room in Havana (4 nights)
· Private room and bathroom for two in casa particular (2 nights)
· Dedicated guide for the duration of the trip
· Entrance fees
· All planned excursions + tours
· Fourteen meals
· (2) pre-orientation webinars
· Optional Q+A call for all attendees
· Private transport to and from all excursions
· Intimate experiences with locals
Cost for this multi-inclusive iconic trip is $2,800 per person and can be paid in up to three installments.
What’s not included: Please note which meals are included each day. Meals not mentioned are not included. Also note that no alcohol is included except where noted. It is available outside of the inclusions, and you are welcome to order drinks. We ask that you do so at the bar or with the server and pay separately. Flights are separate, as well is the required travel insurance. The Cuban tourist visa is not included and can be paid for electronically prior to departure.
Extras also not included: incidentals and personal purchases. Plan for cash for tips for guides and drivers.
*Please note that Cuba is a cash only country. No credit cards are accepted at restaurants, etc.
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Item descriptionOur trips are affordable because of group rates we are able to guarantee through contracts and commitments, as well as pre-paying trip fees and lodging. Therefore, our trips are non-refundable. You may transfer your trip with approval. As noted, travel insurance is mandatory for this trip. Please note allotted reasons for cancellation as well as the force majeure of the policy you choose with your travel insurance company.
Colombia - February 2026 3 spots left!
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Join us for an incredible adventure in Colombia! We will go from the inspiring city of Medellín to climb the iconic El Peñól before making our way to breathtaking coffee country where we will visit one of the world’s most beautiful coffee farms and stroll the colorful town that inspired the movie Encanto.
Like all of our trips, this will be a blend of cultural exchanges with pops of elevated moments throughout.
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February 13th-19th
February 13th: Fly into Medellín
February 19th: Transfer included to the Pereira* airport
*Option to fly out of this airport or plan on a short domestic flight back to Medellín)Boutique trip: Max 13 women + group leader
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*Hike among the tallest palm trees in the world
*Ride in classic Jeep Willy’s across Colombia’s lush countryside
*Wander the colorful town that inspired the movie Encanto
*Visit one of the world’s most beautiful coffee farms
*Have a true local experience playing the traditional (and explosive!) game of tejo*Explore the urban beats, incredible street art and real-life stories of one of the world’s most profound urban transformations
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Dedicated bilingual, local guide for the duration of the trip
All planned excursions + tours
Transport from the airport in Medellín to the hotel
Transport from hotel in Salento to the Pereira airport
Private transportation to all excursions and day trips
Boutique-style lodging for (6) nights (Single rooms guaranteed)
Entrance fees where applicable
(6) breakfasts, (3) lunches (2) dinners, plus drinks where noted
Coffee tasting experience
(2) Pre-orientation webinars
Optional Q+A call for all attendees
Intimate experiences with locals
Dedicated Somewhere Sunny Group Leader for the entirety of the trip
Tuition and Lodging for this multi-inclusive, transformative trip is $3,400.00 payable in installments.
**This price includes lodging (2) nights in local hotels in Medellín (2) nights in a boutique hotel in Salamina, (1) nights in Salento.
**Pricing is based on SINGLE occupancy rooms.
What’s not included: Please note which meals are included each day. Meals not mentioned are not included. Also note that no drinks (alcohol and non-alcohol) are included except where noted. It is available outside of the inclusions, and you are welcome to order drinks. We ask that you do so at the bar or with the server and pay separately. Flights are separate as well is the required travel insurance.
Extras also not included: incidentals and personal purchases. Plan for cash for tips for guides and drivers.
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Our trips are affordable because of group rates we are able to guarantee through contracts and commitments, as well as pre-paying trip fees and lodging. Therefore, our trips are non-refundable. You may transfer your trip with approval. As noted, travel insurance is mandatory for this trip. Please note allotted reasons for cancellation as well as the force majeure of the policy you choose with your travel insurance company.
June 2026 SOLD OUT
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Join a vibrant, small group of open-hearted women on a journey through the Galápagos Islands—Santa Cruz, Isabela, and a remote uninhabited island where wildlife thrives and the landscapes feel otherworldly. Snorkel alongside sea lions, and keep your eyes peeled for penguins, and blue-footed boobies in clear waters. Hike through lava tunnels carved by ancient eruptions, and explore the islands’ rich culture with visits to a traditional distillery and a coffee farm tucked into the highlands and even a magical lunch at a tortoise sanctuary.
From volcanic hikes to coastal swims, and moments of connection with new friends, this is more than a trip. It’s a chance to step into Darwin’s shoes, to make a difference for local women and to feel alive and free in nature’s stunning playground.
This multi-inclusive trip includes all lodging and three domestic flights.
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Official trip June 13th-19th
*Plan on flying in and out of Quito the 12th and the 20th
Includes domestic flight RT into the Galápagos.
Very boutique trip: Max 11 women
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*Private charter to an uninhibited island (Keep your eyes out for penguins darting through the turquoise water!)
*Lunch alongside giant tortoises at an organic farm and sanctuary*Otherworldly volcanic crater hike that includes lava tunnels
*Ocean-side dinner on the enchanting island of Isabela
*Hands-on visit to a traditional distillery and coffee farm with a mule-driven sugar cane press
*Snorkel in a crystal-clear waters that are like a “living aquarium”*Stroll the bustling waterfronts lined with crystalline waters and lazy seals and iguanas everywhere
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(3) Domestic flights
Local hotels, single occupancy in Santa Cruz (3nights)
Ocean-front small hotel with private room on Isabela Island (3 nights)
Somewhere Sunny Founder as the Leader for the entirety of the trip
Dedicated bilingual guide
VIP services and transfers in the Galapagos
All planned excursions + tours
(12) meals
(2) pre-orientation webinars
Optional Q+A call for all attendees
Private transport to and from all on island excursions
Intimate experiences with locals
Tuition and Lodging for this multi-inclusive, transformative trip with three domestic flights is $4,995.00 payable in up to four installments.
**This price includes (3) domestic flights lodging (3) nights in local boutique hotel on Santa Cruz Island (3) nights in a small ocean-front local hotel on Isabela Island
*Pricing is based on SINGLE occupancy rooms.
What’s not included: Please note which meals are included each day. Meals not mentioned are not included. Also note that no drinks (alcohol and non-alcohol) are included except where noted. It is available outside of the inclusions, and you are welcome to order drinks. We ask that you do so at the bar or with the server and pay separately. International flights are separate as well is the required travel insurance. Please note the Galapagos has a visa ($20) fee and a $200 National park admission.
Extras also not included: incidentals and personal purchases. Plan for cash for tips for guides and drivers.
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Our trips are affordable because of group rates we are able to guarantee through contracts and commitments, as well as pre-paying trip fees and lodging. Therefore, our trips are non-refundable. You may transfer your trip with approval. As noted, travel insurance is mandatory for this trip. Please note allotted reasons for cancellation as well as the force majeure of the policy you choose with your travel insurance company.
Greece-September 2026 Coming Soon!
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Join a group of open-hearted women on a small group trip through the less traveled Greek islands of Karpathos and Kasos. Wander the ancient village of Olympos, Greece's last living time capsule, the only place in the country where locals still wear traditional dress. Enjoy a private boat ride through cerulean seas to the uninhabited beautiful island of Saria where the captain will serve us lunch. We will have a unique opportunity to take part in a traditional festival on the island of Kasos where we will dance the night away with the locals. Enjoy unique experiences like a local dancing class, dinner inside an ancient working windmill with dramatic sea views, and a barbeque made especially for us by our Greek partner on the grounds of a stunning ocean villa amongst lavender and olive trees. This will be an up-close cultural experience that will stay with you for a lifetime.
Like all of our trips, this will be a blend of cultural exchanges with pops of elevated moments throughout.
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September 11th-17th, 2026
(Most women will arrive a day early)
Trip starts on Karpathos Island.
Boutique trip: Max 13 women
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Private boat to the uninhabited island of Saria, a secret paradise of wild beauty, hidden coves and crystal waters
Wander the ancient town of Olympos, one of Greece’s last traditional villages where the locals still wear traditional clothes and guard their customs closely
Visit one of Greece’s most breathtaking beaches known for its crystal clear, cerulean waters
Step inside a centuries-old windmill and share a traditional dinner inside with dramatic sea views
Unforgettable and unique opportunity to join a traditional Greek festival, sharing food, music, and dancing with the locals
Natural art class and hike in a gorgeous local vineyard
Private barbeque at a private seaside villa set on two incredible acres of lavender and olive trees
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Private transport to and from the airport
Domestic flight from Karpathos Island to the Athens Airport on 9/17
Local hotels, single occupancy guaranteed
Somewhere Sunny Group Experiences Leader for the entirety of the trip
Dedicated bilingual Greek guide and partner
Entrance fees
Private boat ride
All planned excursions + tours
(13) meals
(2) pre-orientation webinars
Optional Q+A call for all attendees
Private transport to and from all excursions
Intimate experiences with locals
Tuition and Lodging: For this multi-inclusive, transformative trip is €3,997 payable in installments. (Custom payment plan can be requested.)
Included: This price includes lodging (1) night on the island of Kasos, (2) nights in Olympos Village, (3) nights Pigadia/Karpathos Town
*(1) domestic flight from Karapthos Island Airport to Athens is included in the trip base.
*Pricing is based on SINGLE occupancy rooms.
To confirm: €500 non-refundable deposit (Due to confirm your space; Space is very limited to ensure a boutique experience) -
Our trips are affordable because of group rates we are able to guarantee through contracts and commitments, as well as pre-paying trip fees and lodging. Therefore, our trips are non-refundable. You may transfer your trip with approval. As noted, travel insurance is mandatory for this trip. Please note allotted reasons for cancellation as well as the force majeure of the policy you choose with your travel insurance company.
We proudly offer custom, interest free payment plans. We ask that you please keep your credit card up to date and ensure that your payments are not missed. If more than 60 days go by and we are unable to process your scheduled payment, your spot will be released and your deposited forfeited.
Want to learn more?
Closed Trips
Amazon & The Andes CLOSED
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Join us for an epic trip to two bucket list destinations-the Amazon and the Andes!
On this Ecuadorian adventure, we will visit historic Quito, spend two nights in a jungle lodge, take a day trip to an indigenous community in the Andes and explore colorful Banos.
Like all of our trips, this will be a blend of cultural exchanges with pops of elevated moments throughout. -
August 4th-10th
(Some women arrive a day early)
Fly into Quito.
Boutique trip: Max 14 women
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*Float on balsa rafts down the Río Napo in the Amazon.
*Try your hand at blow dart guns with an Amazonian family.
*Go to a local home in the beautiful indigenous community of Salasaka high in the Andes.
*Stroll the colorful and lively streets of Baños.
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Private transport to and from the airport
Local hotels, single occupancy in Quito (2 nights)
Jungle lodge with private room (2 nights)
Spa hotel Baños, single occupancy (2 nights)
Somewhere Sunny Group Experiences Leader for the entirety of the trip
Dedicated bilingual guide
Entrance fees
All planned excursions + tours
(14) meals
(2) pre-orientation webinars
Optional Q+A call for all attendees
Private transport to and from all excursions
Intimate experiences with locals
Tuition and Lodging for this multi-inclusive, transformative trip is $2,997.00* payable in up to three installments. $400 off until May 9th!
**This price includes lodging (2) nights in local hotels in Quito, (2) nights in a jungle lodge in the Amazon, (2) nights in Baños.
*Pricing is based on SINGLE occupancy rooms.
What’s not included: Please note which meals are included each day. Meals not mentioned are not included. Also note that no drinks (alcohol and non-alcohol) are included except where noted. It is available outside of the inclusions, and you are welcome to order drinks. We ask that you do so at the bar or with the server and pay separately. Flights are separate as well is the required travel insurance.
Extras also not included: incidentals and personal purchases. Plan for cash for tips for guides and drivers.
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Our trips are affordable because of group rates we are able to guarantee through contracts and commitments, as well as pre-paying trip fees and lodging. Therefore, our trips are non-refundable. You may transfer your trip with approval. As noted, travel insurance is mandatory for this trip. Please note allotted reasons for cancellation as well as the force majeure of the policy you choose with your travel insurance company.
Cuba February 2025 SOLD OUT
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Step back in time on this magical and impactful trip to the enchanting island of Cuba. Come enjoy warm tropical breezes, colorful old cars, colonial buildings, breathtaking views of the Viñales Valley, and the clear waters of the Caribbean. More importantly, join a group of welcoming, positive women to experience the deep and complicated culture of Cuba with locals’ eyes. We will also have the opportunity to give back to Cuban women for an impactful and heartfelt experience. Not only will come home rejuvenated, but also with a full heart and a deeper understanding of the Cuban people.
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February 8-14 th , 2025
(Some women arrive a day early)
Havana & Viñales, Cuba
Boutique trip: Max 15 women
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*Quintessential Cuba experience of driving old cars down the Malecón
*Salsa dance classes in vibrant Havana
*Touring a centuries old tobacco farm in the rolling hills of cigar country
*Visit several innovative, women-owned business and meet with the founders
*Spend 2 nights in local families’ homes in the adorable town of Viñales.
*Dip your toes in the crystal-clear Caribbean waters for an afternoon
*Spectacular sunrise coffee and hike in the national park
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Private transport to and from the airport
Boutique hotel room, single occupancy in Havana (4 nights)
Personal room in casa particular (2 nights)
Dedicated guide for the duration of the trip
Entrance fees
All planned excursions + tours
Thirteen meals
(2) pre-orientation webinars
Optional Q+A call for all attendees
Private transport to and from all excursions
Intimate experiences with locals
Tuition and Lodging for this multi-inclusive, transformative trip is $2,843** payable in up to three installments.
**This price includes lodging (4) nights in a boutique hotel in Havana and (2) nights in casas particulares (private homes) in Viñales.
*Pricing is based on SINGLE occupancy rooms.
What’s not included: Please note which meals are included each day. Meals not mentioned are not included. Also note that no alcohol is included except where noted. It is available outside of the inclusions, and you are welcome to order drinks. We ask that you do so at the bar or with the server and pay separately. Flights are separate as well is the required travel insurance. The Cuban tourist visa is not included and is $95 and will be shipped to your home.
Extras also not included: incidentals and personal purchases. Plan for cash for tips for guides and drivers.
*Please note that Cuba is a cash only country. No credit cards are accepted at restaurants, etc.
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Our trips are affordable because of group rates we are able to guarantee through contracts and commitments, as well as pre-paying trip fees and lodging. Therefore, our trips are non-refundable. You may transfer your trip with approval. As noted, travel insurance is mandatory for this trip. Please note allotted reasons for cancellation as well as the force majeure of the policy you choose with your travel insurance company.
Greece June 2025 SOLD OUT
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Join us for an authentic week in magical Greece! This is a bucket list trip for many and we are so excited to offer an experience that is true to the ethos for all of our trips. We will be traveling off the typical tourist path to have truly authentic, cultural experiences and support local communities.
We will travel from historic Athens to the Island of Syros in the Cyclades and the Island of Ikaria-all in the beautiful Aegean Sea!
Ikaria is one of the five world’s Blue Zones.
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June 20th-26th
(Many women arrive a day early)Location: Fly into Athens
Boutique trip: Max 14 women (1 spot left)
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*Boat ride in the Aegean Sea to a beach known for its magical, turquoise waters
*Cooking class on a 500-year-old winery in the famous Blue Zone Island of Ikaria
*Walk through 500 citrus trees on an organic farm tour before enjoying an idyllic farm to table lunch on the Island of Syros
*Unforgettable and unique opportunity to join a celebration in the streets of Raches, sharing food, music, and dancing with the locals
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Dedicated bilingual, local guide for the duration of the trip
Transport from the airport to the hotel in Athens
Transport from hotel in Ikaria to Ikarian airport
Domestic (in-country) flight from Ikaria to Athens*
Ferry to Syros Island
Ferry to Ikaria
Bus transfer to port; Bus to Magganitis town
Boutique-style lodging for (6) nights.
Boat to Seychelles Beach on Ikaria Island
Entrance fees where applicable
Cooking class with organic wine
(5 )breakfasts,(3) lunches (2) dinners, plus (2) welcome drinks.
Cocktail class at an upscale restaurant in Hermoupolis
(2) pre-orientation webinars
Optional Q+A call for all attendees
Intimate experiences with locals
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Our trips are affordable because of group rates we are able to guarantee through contracts and commitments, as well as pre-paying trip fees and lodging. Therefore, our trips are non-refundable. You may transfer your trip with approval. As noted, travel insurance is mandatory for this trip. Please note allotted reasons for cancellation as well as the force majeure of the policy you choose with your travel insurance company.
