Tobago Weekend Escape
Your easy 48-hour Tobago staycation guide for beaches, good food, and pure island relaxation.
Your guide to an easy, calming, affordable staycation in paradise.
A quick Tobago getaway is one of the easiest ways to reset, recharge, and enjoy a slice of Caribbean bliss without leaving home. With just a short flight or ferry ride from Trinidad, Tobago offers warm beaches, peaceful neighborhoods, delicious food, and a slower, more relaxed pace - perfect for a 48-hour escape.
If you're planning your next Tobago weekend getaway, here is the ideal itinerary for locals looking to make the most of two days on the island.
Why Tobago Is the Ultimate Staycation Destination
Unlike busy resort islands, Tobago remains calm, authentic, and welcoming. You’ll find friendly family-run spots, beautiful sheltered beaches, and locals who still make time to chat. Whether you're craving sunshine, food, or quiet downtime, Tobago is effortlessly relaxing.
And if you're staying at Lesville Tobago, you’re perfectly located in peaceful Canaan, which is just minutes from Pigeon Point, Store Bay, Buccoo, supermarkets, restaurants, and the airport. It’s the ideal base for a laid-back weekend trip.
Local Tip: Trinidad & Tobago residents enjoy special savings with our Local Resident Rate. Book directly for the best value and flexible support.
Your 48-Hour Tobago Itinerary
10:00 AM – Arrive in Tobago & Settle Into Your Studio or Suite
Check in at Lesville Tobago and get comfortable in your bright, cozy room. Enjoy a quick rest, unpack, and take advantage of:
- Kitchenettes
- Fast Wi-Fi
- On-site pool
- Calm, residential surroundings
12:00 PM – Lunch at Raychard’s Restaurant (Local Favourite)
Just five minutes from Lesville Tobago, Raychard’s is one of the island’s most loved local food spots — and a place Tobagonians genuinely trust for quality and flavour. Open Friday to Sunday, it’s a true “buy and go” experience where locals line up for hearty portions and authentic home-style dishes.
Pick up your lunch here and enjoy it wherever the moment takes you:
- At Buccoo’s waterfront
- In a quiet spot at the beach
- Or back at Lesville Tobago for a relaxed meal in the garden
It’s the perfect way to taste Tobago like a local before continuing your afternoon activities.
2:30 PM – Explore Pigeon Point
Tobago’s most iconic beach — perfect for swimming, water sports, and photos at the famous jetty.
5:00 PM – Sunset in Buccoo
End the afternoon at Buccoo’s waterfront with a cool drink and sweeping ocean views.
If your trip aligns with any local events, check our
Things To Do Calendar.
7:30 PM – Dinner in Crown Point
Enjoy fresh seafood, local dishes, and outdoor dining before returning to Lesville Tobago.
8:00 AM – Breakfast & Slow Morning
Enjoy a slow morning at the property, perfect for true staycation vibes.
10:00 AM – Visit Buccoo Reef & Nylon Pool
A must-do for locals and visitors alike. Glass-bottom boat tours leave from Pigeon Point and Store Bay and take you to Buccoo Reef and the Nylon Pool.
More local attractions here:
Lesville Tobago Attractions Guide.
1:00 PM – Lunch & Smoothies in Mt. Irvine
Spend the afternoon around Mt. Irvine Bay. Here you can enjoy:
- Fresh food
- Calm waves
- Surf vibes (especially during surf season)
- Shaded beach bars
3:30 PM – Explore Canaan & Crown Point
Pick up snacks, visit fruit vendors, explore shops, and enjoy quiet residential streets.
6:30 PM – Dinner & Last-Night Views
Choose one of Tobago’s local restaurants for a final evening meal, then return to Lesville Tobago for a peaceful last night.
9:00 AM – Poolside Morning
Enjoy a final dip in the pool before checking out.
11:00 AM – Quick Stop Before Heading Back
Depending on your flight or ferry time, visit local bakeries, fruit stalls, or souvenir shops — or grab a final salted fish sandwich before heading home.
Where to Stay: Calm, Convenient & Comfortable
At Lesville Tobago, you’re close to everything that makes a weekend escape relaxing:
5 minutes from Pigeon Point, Store Bay, Buccoo
Quiet neighborhood in Canaan
Studios & apartments for 2–5 guests
Pool, kitchens, AC, Wi-Fi
On-site parking
Friendly hosts and flexible support
See our rooms & suites here.
Learn about local specials for T&T residents here.
Plan Around Tobago’s Best Events
Want to time your staycation with something fun? Check the updated monthly event guide.
For a complete overview of Tobago’s history & culture, visit the official tourism page.
Ready for Your Tobago Weekend Escape?
Whether you’re looking for a quiet break, an adventure-filled getaway, or simply a change of scenery, Tobago is the perfect staycation destination and Lesville Tobago is your cozy, comfortable home base.
Book your next Tobago weekend escape today.
