What to expect on our singles Tobago trips

One-of-a-kind Experiences
From serene hummingbird havens to lively Sunday street parties, there’s something special for everyone

Prime Location
Enjoy our location a short stroll from from Store Bay Beach, famous for its calm waters, local food stalls, glass-bottom boat tours, and breathtaking sunsets

Enjoy a Variety of Activities
Scenic horseback riding, exciting deep-sea fishing, and peaceful kayaking in Tobago's crystal-clear waters

Hotel exclusive to Solos guests
Designed exclusively for solo travellers, relax by the outdoor pool & sundeck, just a short walk from vibrant bars & restaurants
About this trip...
We're thrilled to feature the beautiful Caribbean island of Tobago among our Solos Exclusives destinations. Located in the town of Crown Point, the charming Shepherds Inn offers an authentic Caribbean experience just a 10-15 minute walk from the pristine Store Bay Beach, and only a quick taxi ride to Pigeon Point – ranked among the world's top 100 beaches. This idyllic retreat is the perfect getaway for solo travellers seeking relaxation, adventure and natural beauty. We can spend our days unwinding on the sands or by the private pool, and enjoy evening meals together as a group, with the freedom to spend as much or as little time with our fellow Solos as we wish. The inn is exclusive to our guests, with a prime location in the heart of Tobago.
Highlights not to miss:
Store Bay Beach: Enjoy calm waters, local food stalls, and breathtaking sunsets
Exclusive for Solos: Relax by the pool, steps from vibrant bars and restaurants
Unique Experiences: From turtle watching to lively street parties and thrilling outdoor activities, Tobago has it all
Return flights & transfers- regional flight options available
Airport Taxes & Charges
Double Room for Sole Use
Solos Board: Breakfast Daily 5 x Evening Meals per week
Welcome Drink & Information Meeting
Free Solos App with all your travel documents
Dedicated Whatsapp group for your trip
Accompanying Solos Tour Leader
Fully Financially Protected
- Insurance see here
- Optional Excursions (see more details under Essential Information)
What’s waiting for you in Tobago?

Our Exclusive Hotel: Sheperd's Inn
Shepherd’s Inn is an intimate retreat reserved entirely for Solos guests. Set within a stunning palm-lined garden, this boutique property offers a "private club" atmosphere where you’re surrounded by 100% like-minded travellers. Whether you’re lounging on the sundeck with a tropical drink or taking a refreshing dip in the outdoor pool, you have the exclusive luxury of a space that belongs only to our group.
- The Personal Touch: Our welcoming hosts and your dedicated Solos Tour Leader provide a level of genuine Tobagonian hospitality and undivided, personal attention that only a family-run inn can offer. From the moment you arrive, you’ll be treated with the warmth and "island-time" care that defines the Solos Exclusive experience.
- The Perfect Base: Enjoy the tranquility of our private pool and gardens, or take a short stroll to the pristine sands of Store Bay. It’s a peaceful sanctuary designed for those who want to switch off in a tropical paradise, while remaining just steps away from the vibrant energy of Crown Point and the turquoise Caribbean Sea.
- Evening Vibes: Indulge in mouthwatering local flavours at Betsy’s Hope, our on-site restaurant, or gather at the bar to swap stories under the stars. With the freedom of our Bed & Breakfast basis, the hotel serves as the perfect social hub before heading out to explore the local nightlife, ensuring you have the ultimate flexibility to experience the island exactly how you choose.

The Location: Crown Point
Step outside the tranquility of the inn and you’ll find yourself in the heart of Crown Point. This vibrant area offers a rich tapestry of dining options, from local eateries serving traditional Caribbean "blue food" to international restaurants. As evening falls, the resort comes alive with lively bars and lounges featuring the rhythmic sounds of live music—all just a short walk from your room.

Is a Solos Exclusive Right For You?
Our Solos Exclusives trips are our most popular holiday style—small by design and reserved entirely for our guests. You won’t be "one of the only" solo travellers in a big resort; you’ll be part of a small group of 100% like-minded individuals in a property that is exclusively ours.
Who this trip style is for:
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The First-Timer: Perfect if you’re looking to dip your toe into the Caribbean without the "what-ifs." We handle all the logistics—from flights to transfers—providing the ultimate safety net. With an experienced Tour Leader on-site to ensure everything runs smoothly, you get the security of a group holiday with the total freedom to spend your time exactly how you want.
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The Social Soul: For those who want the "buzz" of a group but the sanctuary of their own space. You’ll find a warm, easygoing atmosphere at the hotel bar and plenty of opportunities to swap stories over dinner at Betsy’s Hope, all while enjoying the comfort of a private room with no single supplement.
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The Explorer: For travellers who want the freedom to choose between a quiet morning with a book, a snorkeling trip to Buccoo Reef, or a night of dancing at Sunday School. You have total flexibility—join every optional excursion or simply enjoy the peace of our private pool.
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The Authentic Traveller: Ideal if you prefer intimate, boutique inns over large, anonymous hotel chains. Our hosts at Shepherd’s Inn offer a home-away-from-home feel, providing the kind of personal, heartfelt service you only find in a family-run property exclusively reserved for our Solos guests.

Optional Excursions
On a Solos Exclusive holiday, your time is entirely your own. While the palm-lined gardens of Shepherd's Inn are perfect for switching off, you are never tied to a sunbed. Whether you’re looking for a rhythmic street party, a serene nature encounter, or a heart-racing adventure, Tobago offers a wealth of experiences to dive into:
- Relax and Recharge at Iconic Beaches: Visit Pigeon Point, the island’s most famous destination, known for its pristine white sands and iconic thatch-roofed jetty. For a mix of sun and local flavor, head to Store Bay Beach to sample Tobago’s legendary crab and dumpling right on the shore.
- Explore Beyond the Beach: Immerse yourself in authentic island life at the Sunday School Street Party in Buccoo, where steelpan performances and local DJs create an unforgettable atmosphere. For nature lovers, visit the Adventure Farm and Nature Reserve to witness the spectacle of vibrant hummingbirds at feeding time,
- Discovery: Experience beautiful Tobago on a Fully guided Island Tour taking in delightful villages and admire Englishman's Bay including lunch at Jemma's amazing creole reataurant. Or set sale across the sparkling Caribbeanon Sea aboard a Private Sunset Cruise on a spacious catamaran
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Trip Reviews
Accommodation
Dates & Prices
Essential Information
You may wish to take an optional excursion during the course of your stay. Full details will be given at the Information Meeting. All tours should be paid for in US$ or TT$. Credit cards are accepted. The exact amount will be given at your Information Meeting. Your Tour Leader will help arrange these for you but may not necessarily accompany you. Prices are a guide only and subject to change.
Island Tour of Beautiful Tobago Full Day: $120 USD per person Experience the multifaceted jewel of Tobago with our talented tour guide. Our journey takes us alongside the lush green Caribbean side of the Island, with stops at villages like Castara, Roxborough and Speyside. We admire Englishman’s Bay, take a walk through the western hemisphere’s first protected rainforest (since 1776) and have lunch at Jemma’s amazing creole restaurant up in the almond tree. We return back along the Atlantic shore roads. Take nothing but pictures; leave nothing but footprints.
Private Sunset Cruise 3 hours: $100 USD per person Set sail across the sparkling Caribbean Sea aboard a spacious 42-foot catamaran. Complimentary sodas and water will be provided, and guests are welcome to bring along their favorite drinks or snacks. During the voyage, enjoy a refreshing swim stop to make the most of the turquoise waters before continuing your relaxing cruise
Hummingbird Feeding Experience – Bloody Bay: $120.00 USD per person Nestled high in the lush mountains of Tobago, the park is a hidden gem that offers an unforgettable experience for nature lovers and adventurer seekers alike. This breathtaking hummingbird sanctuary is a must visit destination for anyone visiting the island. With panoramic views, up close encounters with dazzling hummingbirds, and incredible home cooked meals.
Private Buccoo Reef and Nylon Pool Tour – $50.00 USD per person 2.50 hours – Snorkeling and transportation to and from glass bottom boat and entrance fee included.
Sunday School – $10.00 USD per person – transfers included Buccoo Sunday School is a loud, vibrant street party - Nothing religious here at all. It is an ideal way of sampling one aspect of Tobagonian social life. The party starts every Sunday evening when the Buccooneers Steel Band orchestra play pan for a couple of hours.
Bird watching • Wetlands 3 hours – $75.00 USD per person 8 hours – $120.00 USD per person (Lunch, refreshments, guide and transportation included)
Bird watching and private farm visit to Arnos Vale: $50 USD per person
City Tour of Scarborough – $45.00 USD per person 4 hours - Visits to Fort King Geroge and the Scarborough Market
Bonfire Evening – Black Rock - $30.00 USD per person, Transfers included A bonfire illuminates the surroundings, accompanied by the captivating melodies of the steel pan.
Horse Back Riding 2 hours - $100.00 USD per person, Transfers $12.00 per person Guided tour through the costal village of Buccoo, along the beach and the crystal blue Caribbean Sea. No experience required.




















