Celebrate Valentine's Day in Caribbean (Updated 2026)

Caribbean
Excursion Los Haitises + Cayo Levantado (Bacardí Island) from Santo Domingo

Sunset Caribbean offers the best personalized service in Santo Domingo, our guides are trained to provide memorable experiences through good service, smiles and kindness; and …More

Sunset Caribbean offers the best personalized service in Santo Domingo, our guides are trained to provide memorable experiences through good service, smiles and kindness; and...

14 hours Hotel pickup offered Free Cancellation
4.5 (14)
from
$120
St. Thomas Sightseeing Tour with a Guide

This is a sightseeing tour that takes your from your point of pickup to the Mountain Top shopping mall, the Francis Drake Seat, The Skyline …More

This is a sightseeing tour that takes your from your point of pickup to the Mountain Top shopping mall, the Francis Drake Seat, The Skyline...

2 hours 30 minutes Hotel pickup offered Free Cancellation
4.2 (146)
from
$65
San Juan: Private Vacation Photoshoot with Photographer

⭐ Top-Rated Vacation Photoshoots 2025 & 2026 We're not just photographers, we're storytellers capturing your holiday exactly as it feels. With over six years of …More

Likely to Sell Out
Likely to Sell Out

⭐ Top-Rated Vacation Photoshoots 2025 & 2026 We're not just photographers, we're storytellers capturing your holiday exactly as it feels. With over six years of...

1 hour Free Cancellation
5.0 (10)
from
$69
Boots and Booze in Punta Cana, A COUNTRY Party Boat Cruise

Get ready to throw on your cowboy hats and join the ultimate 3-hour COUNTRY booze cruise! Set sail with us along a breathtaking coastline, where …More

Likely to Sell Out
Likely to Sell Out

Get ready to throw on your cowboy hats and join the ultimate 3-hour COUNTRY booze cruise! Set sail with us along a breathtaking coastline, where...

4 hours Hotel pickup offered Free Cancellation
5.0 (14)
from
$56
Jamaica Farm Private Dispensary Tour Montego Bay

Join us for an unforgettable farm tour in Montego Bay and immerse yourself in Jamaica's vibrant agricultural landscape. Our guided tour takes you through lush …More

Join us for an unforgettable farm tour in Montego Bay and immerse yourself in Jamaica's vibrant agricultural landscape. Our guided tour takes you through lush...

3 hours Hotel pickup offered Free Cancellation
4.8 (42)
from
$130
Private Perfume Making in the Virgin Islands

Discover the fascinating world of fragrance as you dive into the creative process of designing your own scent inspired by your Caribbean Paradise Getaway. …More

Likely to Sell Out
Likely to Sell Out

Discover the fascinating world of fragrance as you dive into the creative process of designing your own scent inspired by your Caribbean Paradise Getaway....

1 hour 30 minutes Free Cancellation
5.0 (7)
from
$100
The Kiteboarder

We from Awa Salu Kiteboarding Curacao, offer you premium, high quality kite lessons. We are looking out for you with a high focus on technique …More

5.0 (64)

The Kiteboarder

We from Awa Salu Kiteboarding Curacao, offer you premium, high quality kite lessons. We are looking out for you with a high focus on technique...

2 hours Free Cancellation
5.0 (64)
from
$1,360
Island Experience Tour in St. Lucia

Get ready for the ultimate St. Lucia experience! This guided tour takes you through the stunning town of Soufrière, where you’ll explore the world-famous Sulphur …More

Get ready for the ultimate St. Lucia experience! This guided tour takes you through the stunning town of Soufrière, where you’ll explore the world-famous Sulphur...

6 hours Hotel pickup offered Free Cancellation
4.8 (72)
from
$130
Afternoon Horseback Ride by the Beach in Isabela, Puerto Rico

Why Hacienda Carey is a Must-Trot Experience! At Hacienda Carey, we bring the perfect blend of adventure and Isabela charm. Picture yourself trotting along our …More

Likely to Sell Out
Likely to Sell Out

Why Hacienda Carey is a Must-Trot Experience! At Hacienda Carey, we bring the perfect blend of adventure and Isabela charm. Picture yourself trotting along our...

1 hour 30 minutes Free Cancellation
4.8 (8)
from
$125
San Juan Watersports Car Rentals Red Bugatti

Experience the thrill of a VIP adventure with a water jet car. Drive a luxurious jet car that feels just like a sports car—on the …More

Likely to Sell Out
Likely to Sell Out

Experience the thrill of a VIP adventure with a water jet car. Drive a luxurious jet car that feels just like a sports car—on the...

30 minutes Free Cancellation
4.9 (17)
from
$283
Private City Tours Higüey

You can enjoy the Dominican habit, share with local people, learn about their customs, go from store to buy gifts for your friends and family, …More

You can enjoy the Dominican habit, share with local people, learn about their customs, go from store to buy gifts for your friends and family,...

3 to 4 hours Hotel pickup offered Free Cancellation
4.5 (11)
from
$250
St Maarten Flying Dutchman Zipline & Sky Explorer Adventure

Come for the Flying Dutchman, but don’t be surprised if the view from the top becomes one of your favorite memories of St. Maarten. Take …More

Come for the Flying Dutchman, but don’t be surprised if the view from the top becomes one of your favorite memories of St. Maarten. Take...

3 hours Free Cancellation
4.7 (16)
from
$129
Drive and Fly - Buggy and Zipline

Buggy to the Zip Line Combine the two most popular tours for a one of a kind fun-filled adventure: drive yourself in a buggy to …More

Likely to Sell Out
Likely to Sell Out

Buggy to the Zip Line Combine the two most popular tours for a one of a kind fun-filled adventure: drive yourself in a buggy to...

5 to 6 hours Hotel pickup offered Free Cancellation
4.9 (12)
from
$225
Scenic Speed-Boat Snorkel Tour

This affordable Boat Snorkel Tour takes you along some of the most dramatic landscapes in Saint Kitts. After a short cruise, you will arrive at …More

This affordable Boat Snorkel Tour takes you along some of the most dramatic landscapes in Saint Kitts. After a short cruise, you will arrive at...

1 hour 30 minutes Free Cancellation
4.6 (15)
from
$100
Sailing Discovery Day Tour in Martinique

Live a day dream on a legendary sailing boat, a trimaran. Discover the wonderland coasts of one of the most beautiful Caribbean island.  • From …More

Live a day dream on a legendary sailing boat, a trimaran. Discover the wonderland coasts of one of the most beautiful Caribbean island.  • From...

7 hours 45 minutes Free Cancellation
4.9 (63)
from
$124
Bamboo Rafting and Rick's Café Experience from Montego Bay

Bamboo Rafting and Rick’s Café Adventure Drift along a serene river on a handcrafted bamboo raft, guided by an expert who shares local insights. Enjoy …More

Likely to Sell Out
Likely to Sell Out

Bamboo Rafting and Rick’s Café Adventure Drift along a serene river on a handcrafted bamboo raft, guided by an expert who shares local insights. Enjoy...

7 hours Hotel pickup offered Free Cancellation
5.0 (9)
from
$114
An Evening on the Lagoon: Martha Rafting, Luminous Lagoon and Falmouth Highlight

One of Jamaica's top tour, An Evening on the Lagoon is a must see. This exciting tour Combines rafting down the famous Martha Brae River. …More

One of Jamaica's top tour, An Evening on the Lagoon is a must see. This exciting tour Combines rafting down the famous Martha Brae River....

6 hours Hotel pickup offered Free Cancellation
4.7 (13)
from
$280
Horseback Riding from Montego Bay

This tour takes you through the local communities and villages of rural Jamaica and then you cool down in the beach during a swim with …More

This tour takes you through the local communities and villages of rural Jamaica and then you cool down in the beach during a swim with...

3 hours Hotel pickup offered Free Cancellation
4.4 (15)
from
$200
Beach please / Beach day in Ocho Rios Jamaica

The Beach we take our clients is one of the many hidden jewels of Ocho Rios that has established a superb name for itself with …More

Likely to Sell Out
Likely to Sell Out

The Beach we take our clients is one of the many hidden jewels of Ocho Rios that has established a superb name for itself with...

5 hours Hotel pickup offered Free Cancellation
5.0 (5)
from
$62
Private Aruba Jeep Adventure|Custom Island Tour with Local Guide

Experience Aruba in comfort and style with a private Jeep tour designed just for you and your group. This personalized adventure allows you to explore …More

Experience Aruba in comfort and style with a private Jeep tour designed just for you and your group. This personalized adventure allows you to explore...

4 hours Hotel pickup offered Free Cancellation
5.0 (54)
from
$500
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