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Top Day Trips from Caribbean (Updated November 2026)

Caribbean
Fully Customized Private Saint Lucia Soufriere Land Experience

Create your perfect day in paradise with our Private, Fully Customizable Soufrière Experience. This isn’t your typical tour — it’s your day, your pace, and …More

Create your perfect day in paradise with our Private, Fully Customizable Soufrière Experience. This isn’t your typical tour — it’s your day, your pace, and...

6 to 8 hours Hotel pickup offered Free Cancellation
4.8 (21)
from
$130
Explore Negril Day Tour beach and Ricks Cafe From Montego Bay

Enjoy our hassle-free day tour starting with a stop for shopping along the famous Hip Strip or at other local souvenir shops. We’ll then visit …More

Enjoy our hassle-free day tour starting with a stop for shopping along the famous Hip Strip or at other local souvenir shops. We’ll then visit...

6 to 8 hours Hotel pickup offered Free Cancellation
5.0 (20)
from
$129
Private Guided Group Full-Day Water Tour fr Kingston to Portland

Discover the natural beauty and charm of Jamaica with this affordable private water adventure from Kingston to Portland, return, via St. Thomas. Free pickup from …More

Discover the natural beauty and charm of Jamaica with this affordable private water adventure from Kingston to Portland, return, via St. Thomas. Free pickup from...

8 to 10 hours Hotel pickup offered Free Cancellation
5.0 (25)
from
$350
Appleton Estate Rum and Ys Falls Tour

Our day tour goes through the mountainous terrain of Jamaica's South coast. The *Appleton Estate* home of one of the oldest commercially produced *Rums* in …More

Our day tour goes through the mountainous terrain of Jamaica's South coast. The *Appleton Estate* home of one of the oldest commercially produced *Rums* in...

7 to 8 hours Hotel pickup offered Free Cancellation
4.9 (20)
from
$130
Full-Day Guided Tour in santo Domingo

Submerge yourself deep into the routs and what Santo Domingo culture has to offer! We will experience a tour full of historic events, historic sights, …More

Submerge yourself deep into the routs and what Santo Domingo culture has to offer! We will experience a tour full of historic events, historic sights,...

5 hours Free Cancellation
4.8 (37)
from
$55
Private Charter 37' Axopar in US Virgin Islands

Stormy Pirates Boat Charters is a family owned and operated company serving both St.Thomas and St. John. This private trip is completely customizable for your …More

Stormy Pirates Boat Charters is a family owned and operated company serving both St.Thomas and St. John. This private trip is completely customizable for your...

6 hours
5.0 (85)
from
$1,695
Trinidad Northern Eco-Cultural Full-Day Highlights Tour from Port of Spain

This day trip will start with a brief city tour in the bustling heart of Port of Spain, Trinidad’s capital. Enjoy the scenic North Coast …More

This day trip will start with a brief city tour in the bustling heart of Port of Spain, Trinidad’s capital. Enjoy the scenic North Coast...

8 hours Hotel pickup offered Free Cancellation
4.9 (35)
from
$135
Dunns River Blue Hole Tubing from Montego Bay

Scott Jamaica Tours provides transportation by bus or minivan from your hotel to three attractions: Braco Tubing, Blue Hole, and Dunn’s River Falls, in that …More

Scott Jamaica Tours provides transportation by bus or minivan from your hotel to three attractions: Braco Tubing, Blue Hole, and Dunn’s River Falls, in that...

6 to 7 hours Hotel pickup offered Free Cancellation
4.8 (23)
from
$90
Private Luxury Catamaran Cruise in St. Lucia

Experience luxury on board our impressive 50ft Power Catamaran, complete with all the amenities. Our crew is dedicated to providing personalized trips that cater to …More

Experience luxury on board our impressive 50ft Power Catamaran, complete with all the amenities. Our crew is dedicated to providing personalized trips that cater to...

4 to 8 hours Free Cancellation
4.9 (119)
from
$2,000
St. Kitts Full Island Excursion

This tour is designed to enables our guests to view and have a detailed history of the island of st.kitts. It highlights our rich European …More

This tour is designed to enables our guests to view and have a detailed history of the island of st.kitts. It highlights our rich European...

1 to 5 hours Hotel pickup offered Free Cancellation
5.0 (22)
from
$260
7 Damajagua Waterfalls Shore Excursion – Amber Cove & Taino Bay".

Join us for an enriching experience as we visit and witness the authentic lifestyle of the Dominican people. Our tour includes a stop at a …More

Join us for an enriching experience as we visit and witness the authentic lifestyle of the Dominican people. Our tour includes a stop at a...

5 hours Hotel pickup offered Free Cancellation
5.0 (22)
from
$95
White Funds Day Le François

Discover Le François and its treasures! Go on a boat trip for a whole day! Visit the famous “White Funds” and the “Josephine’s Bathtub”! Islet …More

Discover Le François and its treasures! Go on a boat trip for a whole day! Visit the famous “White Funds” and the “Josephine’s Bathtub”! Islet...

7 hours Free Cancellation
4.8 (77)
from
$97
Private Customized Soufriere Tour

Discover Soufriere on your terms with our 6-hour private tour, exclusively for groups of 4+ adults. Craft your ideal itinerary, exploring the attractions that pique …More

Discover Soufriere on your terms with our 6-hour private tour, exclusively for groups of 4+ adults. Craft your ideal itinerary, exploring the attractions that pique...

5 to 6 hours Hotel pickup offered Free Cancellation
5.0 (28)
from
$120
Dark View Waterfall and Beach Tour

This tour takes you along the north leeward coast of the island to the largest twin waterfall in the country. On your journey you will …More

This tour takes you along the north leeward coast of the island to the largest twin waterfall in the country. On your journey you will...

6 hours Hotel pickup offered Free Cancellation
4.9 (144)
from
$75
Horseback Riding and Blue Hole Adventure from Montego Bay

Yah Mon!. Imagine riding through lush woods, pristine beaches, and even the ocean itself, feeling the freedom and exhilaration of exploring nature on horseback. And …More

Yah Mon!. Imagine riding through lush woods, pristine beaches, and even the ocean itself, feeling the freedom and exhilaration of exploring nature on horseback. And...

4 to 5 hours Hotel pickup offered Free Cancellation
4.9 (24)
from
$138
Negril Ricks cruise PLUS Booby Cay Lobster & Cave Snorkeling

Guaranteed to be the BEST day of your holiday! Perfect for all ages. You will snorkel at two different spots during this excursion. The knowledgeable …More

Guaranteed to be the BEST day of your holiday! Perfect for all ages. You will snorkel at two different spots during this excursion. The knowledgeable...

7 hours Hotel pickup offered Free Cancellation
5.0 (20)
from
$205
St Kitts Scenic Train Tour (Hotel or Ship)

Step aboard the first scenic railway tour in the Caribbean! You will be taken on a 3-hour tour along the 30-mile (48 km) rail circuit …More

Step aboard the first scenic railway tour in the Caribbean! You will be taken on a 3-hour tour along the 30-mile (48 km) rail circuit...

3 hours Hotel pickup offered Free Cancellation
3.7 (139)
from
$155
Combo Tour Dunn's River Falls and BlueTour from falmouth

Dunn's River Falls is one of Jamaica's national treasures. Globally, it is as well known as reggae and equally as stimulating. The Spaniards called the …More

Dunn's River Falls is one of Jamaica's national treasures. Globally, it is as well known as reggae and equally as stimulating. The Spaniards called the...

5 to 7 hours Hotel pickup offered Free Cancellation
5.0 (20)
from
$180
Famous Guavate Pork Road & Charco Azul Food & River Tour

This tour is simply a must for all food lovers. This day trip combines two of Puerto Rico's most popular activities - eating and pristine …More

This tour is simply a must for all food lovers. This day trip combines two of Puerto Rico's most popular activities - eating and pristine...

6 hours Free Cancellation
4.6 (47)
from
$110
Trip to Soufiere: Volcano, Twin Pitons, Waterfall, Mud Bath & Botanical Garden

Enjoy an unforgettable tour of the island which includes: Volcano, mud bath, pitons, waterfall, etc. …More

Enjoy an unforgettable tour of the island which includes: Volcano, mud bath, pitons, waterfall, etc....

5 hours Hotel pickup offered Free Cancellation
4.9 (29)
from
$109
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