Celebrate Valentine's Day in Caribbean (Updated 2026)

Caribbean
Antigua Sunset Catamaran Cruise From St. John's

Set sail on a one-of-a-kind tropical sunset cruise to experience the spectacular Antiguan sunset. Once aboard the catamaran enjoy a welcome cocktail as you take …More

Set sail on a one-of-a-kind tropical sunset cruise to experience the spectacular Antiguan sunset. Once aboard the catamaran enjoy a welcome cocktail as you take...

2 hours 30 minutes Hotel pickup offered
4.6 (85)
from
$141
Dominican Republic Cultural Country Safari Tour from Punta Cana

Discover everyday Dominican culture on a shared countryside excursion from Punta Cana. Visit the Basilica of Our Lady of Altagracia in Higüey, explore a Dominican …More

Discover everyday Dominican culture on a shared countryside excursion from Punta Cana. Visit the Basilica of Our Lady of Altagracia in Higüey, explore a Dominican...

5 hours Hotel pickup offered Free Cancellation
4.7 (18)
from
$68
Punta Cana Airport Transfers to Hotels in Punta Cana

Understanding your needs, we design a reliable transfer for you and your loved ones. With a human customer service team 24 hours a day/365 days …More

Understanding your needs, we design a reliable transfer for you and your loved ones. With a human customer service team 24 hours a day/365 days...

20 minutes Hotel pickup offered Free Cancellation
4.7 (15)
from
$45
Private 4 hour Catamaran Tour

Are you and your group seeking a private catamaran experience, tailored to your preferences, without sharing it with other guests? Look no further – our …More

Are you and your group seeking a private catamaran experience, tailored to your preferences, without sharing it with other guests? Look no further – our...

4 hours Hotel pickup offered Free Cancellation
4.7 (18)
from
$1,499
Private Transfer Punta Cana Airport to or from Secrets Cap Cana

Enjoy the ease that comes with being attended by your own customer service representative before, during, and after your trip. No tickets, waiting for emails, …More

Enjoy the ease that comes with being attended by your own customer service representative before, during, and after your trip. No tickets, waiting for emails,...

20 minutes Hotel pickup offered Free Cancellation
4.5 (16)
from
$40
Jet Ski Adventure Exploring Cayos and Natural Pools

Our Jet Ski Adventure stands out for several reasons: Exclusive Locations: We take you to hidden gems like Cayo la Bocaina and Cayo Esteban, where …More

Our Jet Ski Adventure stands out for several reasons: Exclusive Locations: We take you to hidden gems like Cayo la Bocaina and Cayo Esteban, where...

1 hour 30 minutes Hotel pickup offered Free Cancellation
4.9 (68)
from
$288
Private Tour to Dunns River and Blue Hole from Montego Bay

Experience the epitome of adventure in Jamaica with a visit to Dunn's River Falls in Ocho Rios! Towering at 180 feet high and stretching 600 …More

Likely to Sell Out
Likely to Sell Out

Experience the epitome of adventure in Jamaica with a visit to Dunn's River Falls in Ocho Rios! Towering at 180 feet high and stretching 600...

4 to 8 hours Hotel pickup offered Free Cancellation
5.0 (19)
from
$90
San Juan Haunted History Walking Tour

Pirates, ghosts, miracles, the Fountain of Youth, the Bermuda Triangle, and much more! Learn the unique haunted heritage of beautiful old San Juan, Puerto Rico …More

Pirates, ghosts, miracles, the Fountain of Youth, the Bermuda Triangle, and much more! Learn the unique haunted heritage of beautiful old San Juan, Puerto Rico...

120 to 150 minutes Free Cancellation
4.1 (107)
from
$65
Cayo Arena, Paradise Island Tour

Visit one of the most beautiful islands on the North Coast. Paradise Island will welcome you with turquoise water, white sand and colorful reef. Visit …More

Visit one of the most beautiful islands on the North Coast. Paradise Island will welcome you with turquoise water, white sand and colorful reef. Visit...

9 to 10 hours Hotel pickup offered Free Cancellation
4.3 (53)
from
$89
Bubbly Sunset Cruise

Join us for our newest trip while we sail down St Maarten's Golden Coast on one of our 65 foot sail catamarans. Relax on the …More

Join us for our newest trip while we sail down St Maarten's Golden Coast on one of our 65 foot sail catamarans. Relax on the...

2 hours Free Cancellation
4.9 (64)
from
$65
Party Bike Experience on Grace Bay Road

We ride along the scenic Grace Bay Strip and explore unique shops, restaurants, and other local attractions on our Eco-Friendly Party Bike. We guarantee a …More

Likely to Sell Out
Likely to Sell Out

We ride along the scenic Grace Bay Strip and explore unique shops, restaurants, and other local attractions on our Eco-Friendly Party Bike. We guarantee a...

1 hour 30 minutes Free Cancellation
4.4 (11)
from
$129
Saona Island Tour with Lunch and Pickup

Saona Island is paradise on earth surrounded by white sand beaches, crystal clear turquoise waters and countless palm trees. This environment invites you to relax. …More

Saona Island is paradise on earth surrounded by white sand beaches, crystal clear turquoise waters and countless palm trees. This environment invites you to relax....

10 hours Hotel pickup offered Free Cancellation
3.9 (88)
from
$64
Private Sunset Sail, Open Bar, 12 Guests, Amazing Island Views

You will set sail aboard one of the largest daysail yachts in the Virgin Islands. At 55 feet the Blue Dream is well equipped to …More

Likely to Sell Out
Likely to Sell Out

You will set sail aboard one of the largest daysail yachts in the Virgin Islands. At 55 feet the Blue Dream is well equipped to...

2 hours Free Cancellation
5.0 (6)
from
$1,345
Boat Dive Shipwreck/ Airplanes/ Reef /2 tanks

Whether you’re new to diving or you’re a seasoned pro, Nautilus can help you to experience what the ocean surrounding Aruba has to offer. …More

Likely to Sell Out
Likely to Sell Out

Whether you’re new to diving or you’re a seasoned pro, Nautilus can help you to experience what the ocean surrounding Aruba has to offer....

4 hours Hotel pickup offered Free Cancellation
4.6 (19)
from
$135
Seabob Rental in Guadeloupe

The 1 hour hike tour guided or not will take you to encounter turtles, tropical fishes, corals at a slow pace so you can appreciate …More

The 1 hour hike tour guided or not will take you to encounter turtles, tropical fishes, corals at a slow pace so you can appreciate...

1 hour 30 minutes Free Cancellation
4.8 (5)
from
$111
Half-day Private Catamaran Trip with Snorkeling

Our team is American based, so all of your specific needs & wants can be heard and taken care of completely while you are enjoying …More

Our team is American based, so all of your specific needs & wants can be heard and taken care of completely while you are enjoying...

5 hours Hotel pickup offered Free Cancellation
4.7 (86)
from
$90
Horseback Riding on the Beach in Punta Cana (One Hour)

Get ready for a beautiful half-day excursion of horseback riding along the beaches of Punta Cana during this flexible length outdoor adventure. Feel the ocean …More

Likely to Sell Out
Likely to Sell Out

Get ready for a beautiful half-day excursion of horseback riding along the beaches of Punta Cana during this flexible length outdoor adventure. Feel the ocean...

2 hours Hotel pickup offered Free Cancellation
4.5 (10)
from
$65
Private, Skippered Catamaran Day Trip in Grenada

With this 7-hour Day Trip, you will enjoy the most beautiful sights of the south coast of Grenada onboard our luxury catamaran. The boat is …More

With this 7-hour Day Trip, you will enjoy the most beautiful sights of the south coast of Grenada onboard our luxury catamaran. The boat is...

7 hours
4.9 (74)
from
$1,350
Private Full Day Charter to Saona Island from Punta Cana

Our Private Charter to Saona Island tour takes place onboard our beautiful 38 foot motorized double decker catamaran. This is the perfect tour for those …More

Our Private Charter to Saona Island tour takes place onboard our beautiful 38 foot motorized double decker catamaran. This is the perfect tour for those...

8 hours Hotel pickup offered
5.0 (50)
from
$2,400
St. Lucia Rainforest Canopy Zipline Adventure

Experience St. Lucia’s rainforest from an entirely different perspective as you fly through the tropical canopy on 8 ziplines and 16 platforms. Set within the …More

Experience St. Lucia’s rainforest from an entirely different perspective as you fly through the tropical canopy on 8 ziplines and 16 platforms. Set within the...

3 hours Hotel pickup offered Free Cancellation
5.0 (46)
from
$95
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