Celebrate Valentine's Day in Caribbean (Updated 2026)

Caribbean
Private Beach Day and 50ft Sun Seeker or 33ft Boat 1-10 Guests

The 50ft Sun Seeker Motor Yacht is the ideal vessel for beach days. Whether you're a young family that needs the extra shade, a small …More

The 50ft Sun Seeker Motor Yacht is the ideal vessel for beach days. Whether you're a young family that needs the extra shade, a small...

6 hours Free Cancellation
5.0 (5)
from
$1,760
Missile Adventure Park Negril Jamaica ATV Tour Adventure

Locally own and operated community based business that provides a real Jamaican experience which is second to none. …More

Locally own and operated community based business that provides a real Jamaican experience which is second to none....

4 hours Hotel pickup offered Free Cancellation
5.0 (25)
from
$170
Private Sea Glass Island Kayak Morning + Transfer

Private Sea Glass Island Tour – Exclusive Morning Adventure! Experience Aruba’s hidden treasures on a private Sea Glass Island Tour, where you’ll kayak through the …More

Likely to Sell Out
Likely to Sell Out

Private Sea Glass Island Tour – Exclusive Morning Adventure! Experience Aruba’s hidden treasures on a private Sea Glass Island Tour, where you’ll kayak through the...

120 to 150 minutes Hotel pickup offered Free Cancellation
4.2 (5)
from
$155
Santo Domingo Unfiltered : Gualey//Colonial Area (PRIVATE TOUR)

From Gualey to the Colonial Zone – A Journey Through the Soul of Santo Domingo Don’t miss this unique experience in Santo Domingo! Embark on …More

From Gualey to the Colonial Zone – A Journey Through the Soul of Santo Domingo Don’t miss this unique experience in Santo Domingo! Embark on...

6 to 8 hours Hotel pickup offered Free Cancellation
5.0 (22)
from
$100
BVI Private Day Charters

Experience the BVI Like Never Before with TRC Powerboat Charters, we go beyond just boat charters—we create unforgettable, tailor-made experiences on the crystal-clear waters of …More

Experience the BVI Like Never Before with TRC Powerboat Charters, we go beyond just boat charters—we create unforgettable, tailor-made experiences on the crystal-clear waters of...

4 to 8 hours Hotel pickup offered Free Cancellation
5.0 (32)
from
$1,236
Whale Watching with Drinks on Coral Princess in Bermuda

March and April are whale watching season in Bermuda. Hop on-board the "CORAL PRINCESS" for a fun-filled day on the water. This is a chance …More

Likely to Sell Out
Likely to Sell Out

March and April are whale watching season in Bermuda. Hop on-board the "CORAL PRINCESS" for a fun-filled day on the water. This is a chance...

5 hours Free Cancellation
5.0 (1)
from
$116
Gros Piton Adventure with Tour For The Day

Hike to the top of Gros Piton on a private tour. Enjoy a scenic drive to the trailhead and take in the stunning views of …More

Likely to Sell Out
Likely to Sell Out

Hike to the top of Gros Piton on a private tour. Enjoy a scenic drive to the trailhead and take in the stunning views of...

6 hours 45 minutes Hotel pickup offered Free Cancellation
5.0 (1)
from
$112
Buggy Predator Adventure Punta Cana - Cave, Beach and Mud

If you are looking for an unforgettable adventure, full of adrenaline, breathtaking scenery and Dominican culture, the Predator Buggy is for you! Maximum excitement and …More

If you are looking for an unforgettable adventure, full of adrenaline, breathtaking scenery and Dominican culture, the Predator Buggy is for you! Maximum excitement and...

4 hours Hotel pickup offered Free Cancellation
5.0 (37)
from
$38
Private Boat Tour in Aruba

Sail with captain Carl, safely along the calm, beautiful, majestic blue green beaches of Aruba. Let us show you historical shipwrecks, colorful sea animals and …More

Sail with captain Carl, safely along the calm, beautiful, majestic blue green beaches of Aruba. Let us show you historical shipwrecks, colorful sea animals and...

5 to 6 hours Free Cancellation
5.0 (25)
from
$1,400
Private Snorkeling Charter to Pinel, Tintamarre islands and more

Feel the freedom of the Caribbean Sea with a completely private experience tailored to your pace and interests. St. Maarten/Saint Martin is one of the …More

Feel the freedom of the Caribbean Sea with a completely private experience tailored to your pace and interests. St. Maarten/Saint Martin is one of the...

6 hours Free Cancellation
5.0 (12)
from
$1,450
Waterfall and Historical Fort Adventure with Lunch

Your adventure kicks off when we pick you up from your place or meeting spot and take you on a ride in our open-air truck …More

Your adventure kicks off when we pick you up from your place or meeting spot and take you on a ride in our open-air truck...

5 to 6 hours Hotel pickup offered Free Cancellation
5.0 (4)
from
$85
Aruba 6 Hours Private Island Tour

Our private, fully customizable 6 hour-van tour in Aruba offers an unparalleled adventure tailored entirely to your desires and schedule. Unlike standard group tours, you …More

Our private, fully customizable 6 hour-van tour in Aruba offers an unparalleled adventure tailored entirely to your desires and schedule. Unlike standard group tours, you...

6 hours Hotel pickup offered Free Cancellation
5.0 (31)
from
$135
Damajagua Waterfalls Adventure for Taino Bay and Amber Cove

Explore the Damajagua Waterfalls on this convenient trip from Amber Cove or Taino Bay port which includes round-trip transportation. Sit back and enjoy the scenery. …More

Explore the Damajagua Waterfalls on this convenient trip from Amber Cove or Taino Bay port which includes round-trip transportation. Sit back and enjoy the scenery....

4 to 5 hours Free Cancellation
4.9 (34)
from
$66
Discover Nassau by Land and Sea Tour

We invite you to climb aboard one of our custom built, open air catamarans and allow our team to indulge you as you sit back …More

Likely to Sell Out
Likely to Sell Out

We invite you to climb aboard one of our custom built, open air catamarans and allow our team to indulge you as you sit back...

3 hours Free Cancellation
5.0 (1)
from
$109
Guided Jeep Tour Exploring French & Dutch Sint Maarten

Navigate both the Dutch and French sides of St. Maarten in a 4x4 Jeep Wrangler during this half-day adventure from Phillipsburg. Stops include Airport Beach, …More

Navigate both the Dutch and French sides of St. Maarten in a 4x4 Jeep Wrangler during this half-day adventure from Phillipsburg. Stops include Airport Beach,...

3 hours Free Cancellation
5.0 (29)
from
$83
Bonaire's Best Day: History, Flamingos, Salt Flats & Beach

What makes our tour unique is the perfect combination of breathtaking scenery, local knowledge, and flexibility. Our friendly local guides take you to Bonaire's most …More

What makes our tour unique is the perfect combination of breathtaking scenery, local knowledge, and flexibility. Our friendly local guides take you to Bonaire's most...

2 hours Free Cancellation
4.4 (9)
from
$50
Blue Curacao Factory and City Tour

Our top priority is to create an unforgettable experience filled with joy and happiness. You’ll not only immerse yourself in a vibrant atmosphere, but also …More

Our top priority is to create an unforgettable experience filled with joy and happiness. You’ll not only immerse yourself in a vibrant atmosphere, but also...

4 hours Hotel pickup offered Free Cancellation
4.8 (31)
from
$75
Mini Speedboat Coastal Adventure

Set sail on a mini speedboat adventure that showcases the stunning coastline of St. Kitts. Glide over crystal-clear waters as you navigate past lush hills …More

Likely to Sell Out
Likely to Sell Out

Set sail on a mini speedboat adventure that showcases the stunning coastline of St. Kitts. Glide over crystal-clear waters as you navigate past lush hills...

2 hours 30 minutes Hotel pickup offered Free Cancellation
4.7 (3)
from
$135
Experience Water Adventure in Dorado Park Punta Cana

Our attraction Is one of the best of the best Tours in CAP Cana where travelers have possibilities during a almost a fully Wonderful day …More

Our attraction Is one of the best of the best Tours in CAP Cana where travelers have possibilities during a almost a fully Wonderful day...

6 to 7 hours Hotel pickup offered Free Cancellation
5.0 (8)
from
$178
Private Sunset Charter on Wyuna Catamaran

At Sail Bermuda, a sunset charter isn’t just a sail—it’s your own private escape, curated with care. You’ll glide across calm waters aboard the luxury …More

Likely to Sell Out
Likely to Sell Out

At Sail Bermuda, a sunset charter isn’t just a sail—it’s your own private escape, curated with care. You’ll glide across calm waters aboard the luxury...

3 hours Free Cancellation
5.0 (1)
from
$2,150
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