Top Caribbean Day Trips & Excursions

Q: Which Caribbean Day Trips & Excursions have Instant Confirmation?

Caribbean Day Trips & Excursions with Instant Confirmation include: Montego bay Bamboo Rafting & Sunset at Ricks cafe Negril Savvy Beach Day With Hotel Shuttle Transfer Small train tour of a banana farm in Martinique Private Round Trip Transfer to YAAMAN Adventure Park Ocho Rios Private Guided Grenada Island Tour "BY THE HOUR" View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Day Trips & Excursions have Hotel Pickup?

No problem. These Caribbean Day Trips & Excursions include Hotel Pickup: Montego bay Bamboo Rafting & Sunset at Ricks cafe Negril Savvy Beach Day With Hotel Shuttle Transfer Private Round Trip Transfer to YAAMAN Adventure Park Ocho Rios Private Guided Grenada Island Tour "BY THE HOUR" Punta Cana ATV and Buggy Adventure with Macao Beach & Taino Cave View all Tours with Hotel Pickup →

Q: Got any more Caribbean trip ideas?

We sure do. Check out our curated lists of hand-picked Caribbean Tours. Top 10 Caribbean 2026 Senior-friendly tours Caribbean The best tours and activities for culture lovers in Caribbean Top Day Trips from Caribbean Things to do in Caribbean this summer View all Caribbean Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Caribbean?

Based on our sales data over the past year, the most popular styles of tours and activities in Caribbean are: Caribbean Luxury & Special Occasions Caribbean Luxury Tours Caribbean Tours & Sightseeing Caribbean Shore Excursions Caribbean Port Transfers View all tour styles in Caribbean →

Full-Day Gozalandia Private Tour in Puerto Rico

Experience an array of the enchantments Puerto Rico has to offer. From iconic beaches to a magical waterfall that is almost surreal. Our private excursion …More

5.0 (23)

Full-Day Gozalandia Private Tour in Puerto Rico

Experience an array of the enchantments Puerto Rico has to offer. From iconic beaches to a magical waterfall that is almost surreal. Our private excursion...

8 hours Hotel pickup offered Free Cancellation

5.0 (23)

from
$1,050

Montego Bay Tour to Blue Hole & Dunns River Falls

Embark on a thrilling 8-hour journey from Montego Bay to explore the captivating Blue Hole and the iconic Dunn’s River Falls. This private tour invites …More

Montego Bay, Jamaica

Montego Bay Tour to Blue Hole & Dunns River Falls

Embark on a thrilling 8-hour journey from Montego Bay to explore the captivating Blue Hole and the iconic Dunn’s River Falls. This private tour invites...

8 hours Hotel pickup offered

from
$1,094

Premium Full‑Day Private Adventure:Snorkel & Explore Hidden Spots

Step away from the crowds and spend the day like the locals do, surrounded by nature on Mangrove Island! This is your chance to fully …More

5.0 (50)

Premium Full‑Day Private Adventure:Snorkel & Explore Hidden Spots

Step away from the crowds and spend the day like the locals do, surrounded by nature on Mangrove Island! This is your chance to fully...

8 hours Free Cancellation

5.0 (50)

from
$1,140

Private 6-Hour Island Hopping in US Virgin Islands - 500hp Hydro Sport

This is a "New Extremly Affordable, Private Option" offered by Stormy Pirates!! Be one of the first to experience this affordable option for a fast, …More

5.0 (80)

Private 6-Hour Island Hopping in US Virgin Islands - 500hp Hydro Sport

This is a "New Extremly Affordable, Private Option" offered by Stormy Pirates!! Be one of the first to experience this affordable option for a fast,...

6 hours

5.0 (80)

from
$1,150

Private Full Day Cruise Tour in Rose Island with Snorkeling

Take a trip out on the clear blue Bahamian seas and enjoy our most popular excursion. Cruise to one of our favorite spots for snorkeling …More

5.0 (9)

Private Full Day Cruise Tour in Rose Island with Snorkeling

Take a trip out on the clear blue Bahamian seas and enjoy our most popular excursion. Cruise to one of our favorite spots for snorkeling...

6 hours Free Cancellation

5.0 (9)

from
$1,150

Full-Day Private Boat Charter from St. John or St. Thomas

Depart on your private island‑hopping adventure with Bonus Time Charters aboard one of our Power Catamarans and explore the very best of St. John and …More

5.0 (70)

Full-Day Private Boat Charter from St. John or St. Thomas

Depart on your private island‑hopping adventure with Bonus Time Charters aboard one of our Power Catamarans and explore the very best of St. John and...

6 hours Free Cancellation

5.0 (70)

from
$1,195

Explore the Virgin Islands on a Private Boat Charter

Stormy Pirates Captains are long-time residents of the Virgins Islands. Not only will they safely drive you around the islands, they will give you a …More

5.0 (371)

Explore the Virgin Islands on a Private Boat Charter

Stormy Pirates Captains are long-time residents of the Virgins Islands. Not only will they safely drive you around the islands, they will give you a...

6 hours

5.0 (371)

from
$1,195

The Highlights of St Maarten Full-Day Private Vip Island Tour

Free Vip Concierge Service, our guides will contact you upon booking to help plan a once in a life time St Maarten Experience. Enjoy a …More

5.0 (11)

The Highlights of St Maarten Full-Day Private Vip Island Tour

Free Vip Concierge Service, our guides will contact you upon booking to help plan a once in a life time St Maarten Experience. Enjoy a...

6 to 10 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$1,195

Private FullDay Stingray City, Snorkeling, Kaibo Bar & Grill and Starfish Beach

Avoid the crowds and join us for 4 1/2 hours on your own private boat and crew to get the experience of a life time …More

Grand Cayman, Cayman Islands

5.0 (32)

Private FullDay Stingray City, Snorkeling, Kaibo Bar & Grill and Starfish Beach

Avoid the crowds and join us for 4 1/2 hours on your own private boat and crew to get the experience of a life time...

5 hours Free Cancellation

5.0 (32)

from
$1,200

Gozalandia waterfall and natural swimming pools are breathtaking and must see, we will visit two of gozalandia waterfalls and natural lagoon pools on the first …More

Crash boat beach with snorkeling and Gozalandia waterfalls

Gozalandia waterfall and natural swimming pools are breathtaking and must see, we will visit two of gozalandia waterfalls and natural lagoon pools on the first...

8 to 10 hours Hotel pickup offered Free Cancellation

from
$1,200

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

Tortola, British Virgin Islands

5.0 (31)

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...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (31)

from
$1,236

Full Day Saint Thomas Private Group Excursion

A customized sightseeing tour with us is the way to go as you can customize your tour to what you want for you and your …More

Cruz Bay, US Virgin Islands

4.0 (4)

Full Day Saint Thomas Private Group Excursion

A customized sightseeing tour with us is the way to go as you can customize your tour to what you want for you and your...

5 to 7 hours Hotel pickup offered Free Cancellation

4.0 (4)

from
$1,295

Visit the famous Dunn's River Falls on an exhilarating day tour from Negril. Cool off in the natural freshwater pools, climb around the series of …More

Negril, Jamaica

Negril to Dunn's River Small Group Tour

Visit the famous Dunn's River Falls on an exhilarating day tour from Negril. Cool off in the natural freshwater pools, climb around the series of...

7 hours Hotel pickup offered Free Cancellation

from
$1,300

Private Boat Charter Saint Martin & natural reserve

Private boat with captain to discover SAINT MARTIN Discover our new private charter boat, ready to take you for an unforgettable day at sea! You …More

5.0 (7)

Private Boat Charter Saint Martin & natural reserve

Private boat with captain to discover SAINT MARTIN Discover our new private charter boat, ready to take you for an unforgettable day at sea! You...

7 to 8 hours Free Cancellation

5.0 (7)

from
$1,312

Full Charter All Inclusive for Icacos and Palomino

The day includes visiting Icacos and Palomino, where we will go on a guided snorkeling tour at Tortuga Reef, and then we will visit two …More

Fajardo, Puerto Rico

5.0 (8)

Full Charter All Inclusive for Icacos and Palomino

The day includes visiting Icacos and Palomino, where we will go on a guided snorkeling tour at Tortuga Reef, and then we will visit two...

7 hours 30 minutes Free Cancellation

5.0 (8)

from
$1,350

Enjoy a wonderful and unforgettable boat trip in the clear blue waters of St Martin. On our eye-catching 30ft speedboat, you will get to appreciate …More

5.0 (4)

Full Day Private Sxm Boat Charter

Enjoy a wonderful and unforgettable boat trip in the clear blue waters of St Martin. On our eye-catching 30ft speedboat, you will get to appreciate...

6 to 7 hours Free Cancellation

5.0 (4)

from
$1,362

Private Powerboat Tour - The Best Customizable Tour In The BVI!

Sleek, and spirited — the go-anywhere, do-anything powerboat for those who prefer spontaneity over schedule. It beaches where others can’t, slips into hidden lagoons, and …More

Tortola, British Virgin Islands

5.0 (7)

Private Powerboat Tour - The Best Customizable Tour In The BVI!

Sleek, and spirited — the go-anywhere, do-anything powerboat for those who prefer spontaneity over schedule. It beaches where others can’t, slips into hidden lagoons, and...

5 hours 30 minutes Free Cancellation

5.0 (7)

from
$1,400

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

5.0 (25)

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...

5 to 6 hours Free Cancellation

5.0 (25)

from
$1,400

Benefit from a power boat excursion around the island of Anguilla that allows you to access multiple gorgeous bays and beaches just in one day. …More

5.0 (2)

Anguilla Beach Hopping Private Charter

Benefit from a power boat excursion around the island of Anguilla that allows you to access multiple gorgeous bays and beaches just in one day. ...

6 hours Free Cancellation

5.0 (2)

from
$1,400

Discover the wonderful Constanza, Dominican Republic, with our exciting tour! We include transportation to this mountain paradise and a unique experience in a safari truck. …More

Private Tour in Constanza Dominican Republic for 15 people

Discover the wonderful Constanza, Dominican Republic, with our exciting tour! We include transportation to this mountain paradise and a unique experience in a safari truck....

6 to 7 hours Free Cancellation

from
$1,425

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Caribbean Day Trips & Excursions?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Day Trips & Excursions are:

What are the best kid-friendly options for Caribbean Day Trips & Excursions Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Day Trips & Excursions are:

View all kid-friendly Tours →

Which Caribbean Day Trips & Excursions have Instant Confirmation?

Which Caribbean Day Trips & Excursions have Free Cancellation?

Caribbean Day Trips & Excursions with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Caribbean Day Trips & Excursions have Hotel Pickup?

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?